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593-51-1 Usage

Chemical Properties

white to light tan solid

Uses

Methylamine is used as a building block for the synthesis of other organic compounds. It is on the DEA watchlist for chemical precursors because of clandestine use in manufacture of the drug MDMA (ecstasy) and methamphetamine.The HCl salt is in the form of white deliquescent crystals, and is frequently substitutable for the aq. soln. in many synthesis preparations. Methylamines are used directly as catalysts or as raw materials to produce other compounds with catalytic activity. Fuel additives are used to improve engine performance in a variety of ways. Trimethylamine is used to make paper chemicals. The manufacture of intermediates to make pharmaceuticals is one of the most diverse uses of methylamines.

Preparation

Methylamine hydrochloride is prepared by heating a mixture of aqueous formaldehyde and ammonium chloride; the residual water and the formic acid produced in the reaction are removed via vacuum distillation. This leaves behind solid methylamine hydrochloride. The solid is then purified by organic extractions and additional vacuum distillations. Methylamine gas for the reaction with P2P is generated in situ by heating the hydrochloride salt with sodium hydroxide. Alternatively, methylamine can be liberated from the hydrochloride with base and collected in a cold finger or flask immersed in a dry ice bath.

Definition

ChEBI: The hydrochloride formed from methylamine.

Purification Methods

Crystallise the salt from n-butanol, absolute EtOH or MeOH/CHCl3. Wash it with CHCl3 to remove traces of dimethylamine hydrochloride. Dry it under vacuum first with H2SO4 then P2O5. It is deliquescent; store it in a desiccator over P2O5. [Beilstein 4 IV 122.]

Check Digit Verification of cas no

The CAS Registry Mumber 593-51-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,9 and 3 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 593-51:
(5*5)+(4*9)+(3*3)+(2*5)+(1*1)=81
81 % 10 = 1
So 593-51-1 is a valid CAS Registry Number.
InChI:InChI=1/CH5N.ClH/c1-2;/h2H2,1H3;1H

593-51-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Price
  • Detail
  • Alfa Aesar

  • (A12291)  Methylamine hydrochloride, 99%   

  • 593-51-1

  • 100g

  • 204.0CNY

  • Detail
  • Alfa Aesar

  • (A12291)  Methylamine hydrochloride, 99%   

  • 593-51-1

  • 500g

  • 472.0CNY

  • Detail
  • Alfa Aesar

  • (A12291)  Methylamine hydrochloride, 99%   

  • 593-51-1

  • 2500g

  • 1887.0CNY

  • Detail
  • Vetec

  • (V900704)  Methylaminehydrochloride  Vetec reagent grade, 98%

  • 593-51-1

  • V900704-100G

  • 79.56CNY

  • Detail
  • Vetec

  • (V900704)  Methylaminehydrochloride  Vetec reagent grade, 98%

  • 593-51-1

  • V900704-500G

  • 308.88CNY

  • Detail

593-51-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name methylamine hydrochloride

1.2 Other means of identification

Product number -
Other names methanamine hydrochloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:593-51-1 SDS

593-51-1Synthetic route

heptamethyldisilazane
920-68-3

heptamethyldisilazane

A

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

B

methylamine hydrochloride
593-51-1

methylamine hydrochloride

Conditions
ConditionsYield
With hydrogenchlorideA n/a
B 99%
N-Nitroso-N-methylmethoxymethylamine
39885-14-8

N-Nitroso-N-methylmethoxymethylamine

methylamine hydrochloride
593-51-1

methylamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol for 2h; Heating;97%
(E)-2-Chloro-3-hydroxy-but-2-enoic acid methyl ester
115584-91-3

(E)-2-Chloro-3-hydroxy-but-2-enoic acid methyl ester

diethylamine
109-89-7

diethylamine

A

methylamine hydrochloride
593-51-1

methylamine hydrochloride

B

(E)-2-Chloro-3-hydroxy-but-2-enoic acid methyl ester; compound with diethyl-amine

(E)-2-Chloro-3-hydroxy-but-2-enoic acid methyl ester; compound with diethyl-amine

Conditions
ConditionsYield
In diethyl ether at -40℃; for 1h;A n/a
B 96%
bis(trifluoromethyl)chlorophosphine
650-52-2

bis(trifluoromethyl)chlorophosphine

A

methylamino-bis-trifluoromethyl-phosphine
431-98-1

methylamino-bis-trifluoromethyl-phosphine

B

methylamine hydrochloride
593-51-1

methylamine hydrochloride

Conditions
ConditionsYield
With CH3NH2 In gaseous matrix 0°C;A 95%
B n/a
N-formyl-N-methylformamide
18197-25-6

N-formyl-N-methylformamide

methylamine hydrochloride
593-51-1

methylamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water for 168h; Ambient temperature;94%
methylamine hydrochloride
593-51-1

methylamine hydrochloride

Conditions
ConditionsYield
Stage #1: formamide With bis(tetrahydrofuran)calcium di(bis(trimethylsilyl)amide); 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In toluene at 120℃; for 36h; Inert atmosphere; Schlenk technique;
Stage #2: With hydrogenchloride In diethyl ether; toluene Inert atmosphere; Schlenk technique;
90%
Stage #1: formamide With [(aNHC)KN(SiMe3)2]2; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In toluene at 40℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #2: With water; sodium hydroxide In diethyl ether; toluene at 40℃; for 1h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #3: With hydrogenchloride In diethyl ether; water Inert atmosphere; Glovebox; Schlenk technique;
98 %Spectr.
glycine
56-40-6

glycine

methylamine hydrochloride
593-51-1

methylamine hydrochloride

Conditions
ConditionsYield
Stage #1: glycine With (R)-Carvone In propan-1-ol at 20 - 190℃; under 11251.1 Torr; for 0.216667h; Sealed tube; Microwave irradiation;
Stage #2: With hydrogenchloride In propan-1-ol; water at 190℃; for 0.0833333h; Microwave irradiation;
86%
C11H17N

C11H17N

methylamine hydrochloride
593-51-1

methylamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In propan-1-ol at 190℃; for 0.216667h; Temperature; Microwave irradiation; Green chemistry;86%
dichloro(nitrosyl)[tris(3,5-dimethylpyrazolyl)-borato]molybdenum

dichloro(nitrosyl)[tris(3,5-dimethylpyrazolyl)-borato]molybdenum

methylamine
74-89-5

methylamine

A

Mo(HB(Me2pyz)3)(NO)Cl(NHMe)

Mo(HB(Me2pyz)3)(NO)Cl(NHMe)

B

methylamine hydrochloride
593-51-1

methylamine hydrochloride

Conditions
ConditionsYield
In ethanol; dichloromethane under N2 soln. Mo(HB(Me2pyz)3)(NO)Cl2 in dichloromethane treated with methylamine (33% ethanolic soln.) and mixt. stirred at room temp. for 30 min; volume solvent reduced in vacuo, Et2O added, (NH3Me)Cl filtered off, filtrate reduced in vacuo; elem. anal.;A 83%
B n/a
nitromethane
75-52-5

nitromethane

methylamine hydrochloride
593-51-1

methylamine hydrochloride

Conditions
ConditionsYield
Stage #1: nitromethane With hydrazine hydrate; zinc In methanol at 20℃; for 0.0666667h;
Stage #2: With hydrogenchloride
80%
With hydrogenchloride; zinc; hydrazinium monoformate In water for 0.0416667h;75%
Stage #1: nitromethane With formic acid; nickel In methanol at 20℃; for 0.0833333h; Reduction;
Stage #2: With hydrogenchloride Addition;
45%
diethylamine
109-89-7

diethylamine

(E)-2-Chloro-4,4-difluoro-3-hydroxy-but-2-enoic acid methyl ester
115525-64-9

(E)-2-Chloro-4,4-difluoro-3-hydroxy-but-2-enoic acid methyl ester

A

methylamine hydrochloride
593-51-1

methylamine hydrochloride

B

(E)-2-Chloro-4,4-difluoro-3-hydroxy-but-2-enoic acid methyl ester; compound with diethyl-amine
115584-97-9

(E)-2-Chloro-4,4-difluoro-3-hydroxy-but-2-enoic acid methyl ester; compound with diethyl-amine

Conditions
ConditionsYield
In diethyl ether at -40℃; for 1h;A n/a
B 76%
methylamine
74-89-5

methylamine

phenylhydroxamoyl chloride
934-16-7

phenylhydroxamoyl chloride

A

(Z)-N-Methylbenzamid-oxim
28267-98-3

(Z)-N-Methylbenzamid-oxim

B

methylamine hydrochloride
593-51-1

methylamine hydrochloride

Conditions
ConditionsYield
In diethyl ether for 48h; Ambient temperature;A 76%
B n/a
methylamine
74-89-5

methylamine

pentafluorophenyl dichlorophosphine
5032-91-7

pentafluorophenyl dichlorophosphine

A

C6F5P{N(H)CH3}2
7542-56-5

C6F5P{N(H)CH3}2

B

methylamine hydrochloride
593-51-1

methylamine hydrochloride

Conditions
ConditionsYield
In diethyl ether byproducts: HCl; in presence of a trap for HCl;A 75%
B n/a
In diethyl ether byproducts: HCl; in presence of a trap for HCl;A 75%
B n/a
diethylamine
109-89-7

diethylamine

(E)-2-Chloro-4,4,4-trifluoro-3-hydroxy-but-2-enoic acid methyl ester
115525-65-0

(E)-2-Chloro-4,4,4-trifluoro-3-hydroxy-but-2-enoic acid methyl ester

A

methylamine hydrochloride
593-51-1

methylamine hydrochloride

B

(E)-2-Chloro-4,4,4-trifluoro-3-hydroxy-but-2-enoic acid methyl ester; compound with diethyl-amine
115584-98-0

(E)-2-Chloro-4,4,4-trifluoro-3-hydroxy-but-2-enoic acid methyl ester; compound with diethyl-amine

Conditions
ConditionsYield
In diethyl ether at -40℃; for 1h;A n/a
B 70%
diethylamine
109-89-7

diethylamine

(E)-2-Chloro-4,4,5,5,6,6,7,7,7-nonafluoro-3-hydroxy-hept-2-enoic acid methyl ester
115525-66-1

(E)-2-Chloro-4,4,5,5,6,6,7,7,7-nonafluoro-3-hydroxy-hept-2-enoic acid methyl ester

A

methylamine hydrochloride
593-51-1

methylamine hydrochloride

B

(E)-2-Chloro-4,4,5,5,6,6,7,7,7-nonafluoro-3-hydroxy-hept-2-enoic acid methyl ester; compound with diethyl-amine
115584-99-1

(E)-2-Chloro-4,4,5,5,6,6,7,7,7-nonafluoro-3-hydroxy-hept-2-enoic acid methyl ester; compound with diethyl-amine

Conditions
ConditionsYield
In diethyl ether at -40℃; for 1h;A n/a
B 69%
3-Methylcarbamoylsulfanyl-propionic acid methyl ester
78614-25-2

3-Methylcarbamoylsulfanyl-propionic acid methyl ester

A

3-methylcarbamoylsulfanyl-propionic acid
870-21-3

3-methylcarbamoylsulfanyl-propionic acid

B

methylamine hydrochloride
593-51-1

methylamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride Heating;A 58%
B 15%
(CO)5MoP(NHCH3)3
71179-85-6

(CO)5MoP(NHCH3)3

A

pentacarbonyl-[chloro-di(methylamino)phosphane]molybdenum(0)
81432-35-1

pentacarbonyl-[chloro-di(methylamino)phosphane]molybdenum(0)

B

methylamine hydrochloride
593-51-1

methylamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In toluene (N2), HCl introduced into a soln. of the Mo-complex at room temp. for 30 min; removed in vacuo, extd. with hexane, filtered, crystd. at -35°C,elem. anal.;A 51.2%
B >99
chromium dichloride

chromium dichloride

A

chromium (III) ion

chromium (III) ion

B

methylamine hydrochloride
593-51-1

methylamine hydrochloride

Conditions
ConditionsYield
With hydrogen cyanide; ammonium chloride In not given in basic soln.; NH4Cl is produced by partial hydrolysis of HCN;A n/a
B 44%
With HCN; NH4Cl In not given in basic soln.; NH4Cl is produced by partial hydrolysis of HCN;A n/a
B 44%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

methylamine
74-89-5

methylamine

A

methylamine hydrochloride
593-51-1

methylamine hydrochloride

B

1,3-dichloro 1,2,3-trimethyl disilazane
103873-03-6

1,3-dichloro 1,2,3-trimethyl disilazane

Conditions
ConditionsYield
In tetrahydrofuran at -30℃; for 15h;A n/a
B 43%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

methylamine
74-89-5

methylamine

A

methylamine hydrochloride
593-51-1

methylamine hydrochloride

B

1,3-dichloro 1,2,3-trimethyl disilazane
103873-03-6

1,3-dichloro 1,2,3-trimethyl disilazane

C

(1R,5S) and (1S,5R)-1,5-dichloro-1,2,3,4,5-pentamethyltrisilazane

(1R,5S) and (1S,5R)-1,5-dichloro-1,2,3,4,5-pentamethyltrisilazane

Conditions
ConditionsYield
In pentane 1.) -30 deg C, 8 h; 2.) RT, 12 h;A n/a
B 39%
C 15%
methanol
67-56-1

methanol

methylamine hydrochloride
593-51-1

methylamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; copper-salt; ammonium chloride at 370℃; unter Druck;
With hydrogenchloride; iron-salt; ammonium chloride at 370℃; unter Druck;
With copper-salt; ammonium chloride at 370℃; unter Druck;
With iron-salt; ammonium chloride at 370℃; unter Druck;
formaldehyd
50-00-0

formaldehyd

methylamine hydrochloride
593-51-1

methylamine hydrochloride

Conditions
ConditionsYield
With water; ammonium chloride
With ammonium chloride at 120 - 210℃;
trimethylamine hydrochloride
593-81-7

trimethylamine hydrochloride

A

methylene chloride
74-87-3

methylene chloride

B

methylamine hydrochloride
593-51-1

methylamine hydrochloride

C

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
at 285℃;
ephedrine hydrochloride
50-98-6

ephedrine hydrochloride

A

methylamine hydrochloride
593-51-1

methylamine hydrochloride

B

1-phenyl-propan-1-one
93-55-0

1-phenyl-propan-1-one

Conditions
ConditionsYield
Destillation im CO2-Strom;
methanol
67-56-1

methanol

urea
57-13-6

urea

methylamine hydrochloride
593-51-1

methylamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; copper-salt at 370℃; unter Druck;
With hydrogenchloride; iron-salt at 370℃; unter Druck;
methylene chloride
74-87-3

methylene chloride

methylamine
74-89-5

methylamine

A

methylamine hydrochloride
593-51-1

methylamine hydrochloride

B

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

propan-1-ol
71-23-8

propan-1-ol

2,4,6-trichloro-1,3,5-trimethylborazine
703-86-6

2,4,6-trichloro-1,3,5-trimethylborazine

benzene
71-43-2

benzene

A

tri-n-propyl borate
688-71-1

tri-n-propyl borate

B

methylamine hydrochloride
593-51-1

methylamine hydrochloride

formaldehyd
50-00-0

formaldehyd

A

formic acid
64-18-6

formic acid

B

monomethanolamine
3088-27-5

monomethanolamine

C

methylamine hydrochloride
593-51-1

methylamine hydrochloride

D

N-methylhydroxylamine hydrochloride
3684-39-7

N-methylhydroxylamine hydrochloride

Conditions
ConditionsYield
With ammonium chloride; water at 25℃; for 24h; Further byproducts given;
formaldehyd
50-00-0

formaldehyd

A

methylaminomethanol
3400-38-2

methylaminomethanol

B

monomethanolamine
3088-27-5

monomethanolamine

C

methylamine hydrochloride
593-51-1

methylamine hydrochloride

D

N-methyldiethanolamine
22031-26-1

N-methyldiethanolamine

E

CH5NO*H(1+)

CH5NO*H(1+)

F

N-methylhydroxylamine hydrochloride
3684-39-7

N-methylhydroxylamine hydrochloride

Conditions
ConditionsYield
With ammonium chloride In water at 25℃; for 24h; Mechanism;
Octanal
124-13-0

Octanal

methylamine hydrochloride
593-51-1

methylamine hydrochloride

potassium cyanide
151-50-8

potassium cyanide

2-Methylamino-nonanenitrile
112101-12-9

2-Methylamino-nonanenitrile

Conditions
ConditionsYield
With aluminum oxide In acetonitrile at 50℃; for 22h; ultrasound;100%
2-benzyloxy-3-methoxybenzaldehyde
2011-06-5

2-benzyloxy-3-methoxybenzaldehyde

methylamine hydrochloride
593-51-1

methylamine hydrochloride

1-(2-(benzyloxy)-3-methoxyphenyl)-N-methylmethanamine
88741-41-7

1-(2-(benzyloxy)-3-methoxyphenyl)-N-methylmethanamine

Conditions
ConditionsYield
With sodium tetrahydroborate100%
methylamine hydrochloride
593-51-1

methylamine hydrochloride

N-[(R)-1-[(1,1-dimethylethoxy)carbonyl]-3-(1,3-dihydro-1,3-dioxo-2H-benz[f]isoindol-2-yl)propyl]-L-leucine
149967-29-3

N-[(R)-1-[(1,1-dimethylethoxy)carbonyl]-3-(1,3-dihydro-1,3-dioxo-2H-benz[f]isoindol-2-yl)propyl]-L-leucine

N-<1-(R)-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benzisoindol-2-yl)propyl>-N'-methyl-L-leucinamide
154296-26-1

N-<1-(R)-<(1,1-dimethylethoxy)carbonyl>-3-(1,3-dihydro-1,3-dioxo-2H-benzisoindol-2-yl)propyl>-N'-methyl-L-leucinamide

Conditions
ConditionsYield
With 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide In dichloromethane for 18h; Ambient temperature;100%
methylamine hydrochloride
593-51-1

methylamine hydrochloride

6-Chloropurine riboside
2004-06-0

6-Chloropurine riboside

N6-methyladenosine
1867-73-8

N6-methyladenosine

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide for 72h;100%
methylamine hydrochloride
593-51-1

methylamine hydrochloride

potassium cyanide
151-50-8

potassium cyanide

acetophenone
98-86-2

acetophenone

2-methylamino-2-phenyl-propionitrile
112101-15-2

2-methylamino-2-phenyl-propionitrile

Conditions
ConditionsYield
With aluminum oxide In acetonitrile at 50℃; for 24h; ultrasound;100%
4'-carboxyl N-Boc-2',6'-dimethyl-L-phenylalanine methyl ester
623950-04-9

4'-carboxyl N-Boc-2',6'-dimethyl-L-phenylalanine methyl ester

methylamine hydrochloride
593-51-1

methylamine hydrochloride

methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(2,6-dimethyl-4-(methylcarbamoyl)phenyl)propanoate
861676-19-9

methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(2,6-dimethyl-4-(methylcarbamoyl)phenyl)propanoate

Conditions
ConditionsYield
With ammonium chloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide; tert-butyl alcohol at 20℃; for 0.666667h;100%
methylamine hydrochloride
593-51-1

methylamine hydrochloride

methyl 4-<<<4-<<<4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrol-2-yl>carbonyl>amino>-1-methyl-pyrrol-2-yl>carbonyl>amino>-1-methyl-pyrrole-2-carboxylic acid
126093-01-4

methyl 4-<<<4-<<<4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrol-2-yl>carbonyl>amino>-1-methyl-pyrrol-2-yl>carbonyl>amino>-1-methyl-pyrrole-2-carboxylic acid

{1-methyl-5-[1-methyl-5-(1-methyl-5-methylcarbamoyl-1H-pyrrol-3-ylcarbamoyl)-1H-pyrrol-3-ylcarbamoyl]-1H-pyrrol-3-yl}-carbamic acid tert-butyl ester

{1-methyl-5-[1-methyl-5-(1-methyl-5-methylcarbamoyl-1H-pyrrol-3-ylcarbamoyl)-1H-pyrrol-3-ylcarbamoyl]-1H-pyrrol-3-yl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 14h;100%
methylamine hydrochloride
593-51-1

methylamine hydrochloride

5-bromo-2-difluoromethoxy-N-methyl-benzamide
1009303-67-6

5-bromo-2-difluoromethoxy-N-methyl-benzamide

Conditions
ConditionsYield
Stage #1: 5-bromo-2-difluoromethoxy-benzoic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: methylamine hydrochloride In N,N-dimethyl-formamide at 20℃; for 2h;
100%
C16H16N4O3
621685-61-8

C16H16N4O3

methylamine hydrochloride
593-51-1

methylamine hydrochloride

C17H19N5O2
621685-62-9

C17H19N5O2

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In DMF (N,N-dimethyl-formamide) at 20℃;100%
3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

methylamine hydrochloride
593-51-1

methylamine hydrochloride

N-methyl-2-fluoro-4-nitroaniline
124431-92-1

N-methyl-2-fluoro-4-nitroaniline

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 24h;100%
3-methoxy-4-nitrobenzoic acid
5081-36-7

3-methoxy-4-nitrobenzoic acid

methylamine hydrochloride
593-51-1

methylamine hydrochloride

3-methoxy-N-methyl-4-nitrobenzamide
878160-13-5

3-methoxy-N-methyl-4-nitrobenzamide

Conditions
ConditionsYield
Stage #1: 3-methoxy-4-nitrobenzoic acid; methylamine hydrochloride With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.0833333h;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 18h;
100%
With benzotriazol-1-ol In N,N-dimethyl-formamide at 20℃; for 18h;
methylamine hydrochloride
593-51-1

methylamine hydrochloride

n-octanoic acid chloride
111-64-8

n-octanoic acid chloride

N-methyloctanoylamide
1119-57-9

N-methyloctanoylamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 5℃; for 2.5h;100%
With triethylamine In dichloromethane at 0 - 20℃; for 3h;100%
With triethylamine In dichloromethane at 0 - 20℃; for 3h;100%
5-bromo-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde
881673-82-1

5-bromo-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde

methylamine hydrochloride
593-51-1

methylamine hydrochloride

1-[5-bromo-1-(phenylsulfonyl)-1H-pyrrol-3-yl]-N-methylmethanamine
881673-83-2

1-[5-bromo-1-(phenylsulfonyl)-1H-pyrrol-3-yl]-N-methylmethanamine

Conditions
ConditionsYield
With sodium cyanoborohydride In methanol at 20℃; for 1h;100%
With methanol; sodium cyanoborohydride at 20℃; for 1h;100%
With methanol; sodium cyanoborohydride at 10 - 35℃; for 1h;100%
4-(5-nitro-1H-indol-3-yl)cyclohex-3-enone
915037-54-6

4-(5-nitro-1H-indol-3-yl)cyclohex-3-enone

methylamine hydrochloride
593-51-1

methylamine hydrochloride

N-methyl-4-(5-nitro-1H-indol-3-yl)cyclohex-3-enamine
915037-55-7

N-methyl-4-(5-nitro-1H-indol-3-yl)cyclohex-3-enamine

Conditions
ConditionsYield
Stage #1: 4-(5-nitro-1H-indol-3-yl)cyclohex-3-enone; methylamine hydrochloride With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 14h;
Stage #2: With sodium hydroxide In water; 1,2-dichloro-ethane
100%
Stage #1: 4-(5-nitro-1H-indol-3-yl)cyclohex-3-enone; methylamine hydrochloride With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 14h;
Stage #2: With sodium hydroxide In water; 1,2-dichloro-ethane
100%
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 14h; Inert atmosphere;54%
L-N-Boc-Ala
15761-38-3

L-N-Boc-Ala

methylamine hydrochloride
593-51-1

methylamine hydrochloride

tert-butyl N-[(1S)-1-(methylcarbamoyl)ethyl]carbamate
84851-00-3

tert-butyl N-[(1S)-1-(methylcarbamoyl)ethyl]carbamate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 17.5h;100%
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In acetonitrile at 25℃; for 10h;68%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃;50%
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine In dichloromethane at 23℃; for 12h;
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 2h;
methylamine hydrochloride
593-51-1

methylamine hydrochloride

1-(pyridin-4-yl)-4-oxopiperidine
126832-81-3

1-(pyridin-4-yl)-4-oxopiperidine

N-methyl-1-(pyridin-4-yl)piperidin-4-amine
392330-66-4

N-methyl-1-(pyridin-4-yl)piperidin-4-amine

Conditions
ConditionsYield
With sodium cyanoborohydride In methanol at 20℃; for 17h;100%
Stage #1: methylamine hydrochloride; 1-(pyridin-4-yl)-4-oxopiperidine; acetic acid In methanol at 20℃; for 0.333333h;
Stage #2: With sodium cyanoborohydride In methanol at 20℃; for 16h;
methylamine hydrochloride
593-51-1

methylamine hydrochloride

2-((tert-butoxycarbonyl)amino)-3-fluoro-3-methylbutanoic acid
171348-52-0

2-((tert-butoxycarbonyl)amino)-3-fluoro-3-methylbutanoic acid

tert-butyl 3-fluoro-3-methyl-1-(methylamino)-1-oxobutan-2-ylcarbamate
171348-53-1

tert-butyl 3-fluoro-3-methyl-1-(methylamino)-1-oxobutan-2-ylcarbamate

Conditions
ConditionsYield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine In dichloromethane for 18h;100%
benzyl 4-oxo-1-piperidinecarboxylate
19099-93-5

benzyl 4-oxo-1-piperidinecarboxylate

methylamine hydrochloride
593-51-1

methylamine hydrochloride

4-methylamino-piperidine-1-carboxylic acid benzyl ester
405057-75-2

4-methylamino-piperidine-1-carboxylic acid benzyl ester

Conditions
ConditionsYield
Stage #1: benzyl 4-oxo-1-piperidinecarboxylate; methylamine hydrochloride With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃;
Stage #2: With sodium hydrogencarbonate In water; 1,2-dichloro-ethane
100%
potassium cyanide

potassium cyanide

N-benzhydryl 3-azetidinone
40320-60-3

N-benzhydryl 3-azetidinone

methylamine hydrochloride
593-51-1

methylamine hydrochloride

1-Benzhydryl-3-methylaminoazetidine-3-carbonitrile

1-Benzhydryl-3-methylaminoazetidine-3-carbonitrile

Conditions
ConditionsYield
Stage #1: N-benzhydryl 3-azetidinone; methylamine hydrochloride With acetic acid In methanol at 20℃; for 0.0833333h;
Stage #2: potassium cyanide at 60℃; for 19h;
100%
Stage #1: N-benzhydryl 3-azetidinone; methylamine hydrochloride With acetic acid In methanol at 20℃; for 0.0833333h;
Stage #2: potassium cyanide at 60℃; for 19h;
100%
Stage #1: N-benzhydryl 3-azetidinone; methylamine hydrochloride With acetic acid In methanol at 20℃; for 0.0833333h;
Stage #2: potassium cyanide In methanol at 60℃; for 19h;
100%
p-(chloromethyl)benzoyl chloride
876-08-4

p-(chloromethyl)benzoyl chloride

methylamine hydrochloride
593-51-1

methylamine hydrochloride

4-(chloromethyl)-N-methylbenzamide
220875-88-7

4-(chloromethyl)-N-methylbenzamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 1h;100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃;
3-Fluoro-4-{3-[(1S)-2-methoxy-1-methylethoxy]-5-[5-(1,3-thiazol-2-yl)-1H-pyrrol-2-yl]phenoxy}benzoic acid
1177420-61-9

3-Fluoro-4-{3-[(1S)-2-methoxy-1-methylethoxy]-5-[5-(1,3-thiazol-2-yl)-1H-pyrrol-2-yl]phenoxy}benzoic acid

methylamine hydrochloride
593-51-1

methylamine hydrochloride

3-fluoro-4-{3-[(1S)-2-methoxy-1-methylethoxy]-5-[5-(1,3-thiazol-2-yl)-1H-pyrrol-2-yl]phenoxy}-N-methylbenzamide
1177418-90-4

3-fluoro-4-{3-[(1S)-2-methoxy-1-methylethoxy]-5-[5-(1,3-thiazol-2-yl)-1H-pyrrol-2-yl]phenoxy}-N-methylbenzamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In tetrahydrofuran at 20℃; for 4h; Inert atmosphere;100%
2-((2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)acetic acid
1567687-33-5

2-((2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)acetic acid

methylamine hydrochloride
593-51-1

methylamine hydrochloride

(2R,3R,4R,5R)-tert-butyl 3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-(2-(methylamino)-2-oxoethyl)pyrrolidine-1-carboxylate
1567688-08-7

(2R,3R,4R,5R)-tert-butyl 3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-(2-(methylamino)-2-oxoethyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 48h;100%
1-(5-bromopentyl)-5-fluoro-3-iodo-1H-indazole
1613515-91-5

1-(5-bromopentyl)-5-fluoro-3-iodo-1H-indazole

methylamine hydrochloride
593-51-1

methylamine hydrochloride

5-(5-fluoro-3-iodo-1H-indazol-1-yl)-N-methylpentan-1-amine
1613516-39-4

5-(5-fluoro-3-iodo-1H-indazol-1-yl)-N-methylpentan-1-amine

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In tetrahydrofuran at 90℃; Sealed tube;100%
methylamine hydrochloride
593-51-1

methylamine hydrochloride

Z-D-proline
6404-31-5

Z-D-proline

benzyl (2R)-2-(methylcarbamoyl)pyrrolidine-1-carboxylate
66877-06-3

benzyl (2R)-2-(methylcarbamoyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 25℃; for 7h;100%
quartz

quartz

methylamine hydrochloride
593-51-1

methylamine hydrochloride

lead(II) chloride

lead(II) chloride

Reaxys ID: 28470677

Reaxys ID: 28470677

Conditions
ConditionsYield
In dichloromethane; N,N-dimethyl-formamide100%
quartz

quartz

methylamine hydrochloride
593-51-1

methylamine hydrochloride

lead(II) bromide

lead(II) bromide

methylammonium bromide
6876-37-5

methylammonium bromide

lead(II) chloride

lead(II) chloride

Reaxys ID: 28470674

Reaxys ID: 28470674

Conditions
ConditionsYield
In dichloromethane; N,N-dimethyl-formamide100%
(R)-tert-butyl 3-(5-iodo-2-(methoxycarbonyl)phenoxy)pyrrolidine-1-carboxylate

(R)-tert-butyl 3-(5-iodo-2-(methoxycarbonyl)phenoxy)pyrrolidine-1-carboxylate

methylamine hydrochloride
593-51-1

methylamine hydrochloride

(R)-tert-butyl 3-(5-iodo-2-(methylcarbamoyl)phenoxy)pyrrolidine-1-carboxylate

(R)-tert-butyl 3-(5-iodo-2-(methylcarbamoyl)phenoxy)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: (R)-tert-butyl 3-(5-iodo-2-(methoxycarbonyl)phenoxy)pyrrolidine-1-carboxylate With sodium hydroxide In tetrahydrofuran; methanol at 25℃; for 2h;
Stage #2: methylamine hydrochloride With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In tetrahydrofuran; methanol for 2h;
100%
methylamine hydrochloride
593-51-1

methylamine hydrochloride

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

imidazole-1-carboxylic acid N-methylamide
72002-25-6

imidazole-1-carboxylic acid N-methylamide

Conditions
ConditionsYield
In N,N-dimethyl-formamide; acetonitrile at 20℃; for 2h;100%
In N,N-dimethyl-formamide; acetonitrile at 20℃; for 2h;75%
In N,N-dimethyl-formamide; acetonitrile at 20℃; for 2h;68%
In N,N-dimethyl-formamide; acetonitrile at 20℃; for 3.25h;57%
In N,N-dimethyl-formamide; acetonitrile at 20℃;9.87 g
C18H17N3O4

C18H17N3O4

methylamine hydrochloride
593-51-1

methylamine hydrochloride

C19H20N4O3

C19H20N4O3

Conditions
ConditionsYield
With 1-hydroxy-7-aza-benzotriazole; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;100%
10-bromo-2-carbamoyl-9-fluoro-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-3-carboxylic acid

10-bromo-2-carbamoyl-9-fluoro-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-3-carboxylic acid

methylamine hydrochloride
593-51-1

methylamine hydrochloride

10-bromo-9-fluoro-N3-methyl-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-2,3-dicarboxamide

10-bromo-9-fluoro-N3-methyl-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-2,3-dicarboxamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In tetrahydrofuran100%

593-51-1Relevant articles and documents

Nitrosyl Complexes of Molebdenum and Tungsten. Part 15. Iodo(monoalkylamido)nitrosylmolybdenum Complexes, some Related Tungten Compounds, and the Crystal and Molecular Structure of Ethylamido(iodo)nitrosylmolybdenum

McCleverty, Jon A.,Rae, A. Elizabeth,Wotochowicz, Iwona,Bailey, Neil A.,Smith, John M. A.

, p. 429 - 438 (1982)

The complexes (NO)I(Y)> (Y=NMe2 or NHR, where R=H, Me, Et, nPr, iPr, nBu, tBu, C6H11, C3H5, or CH2Ph) and (NO)Br(Y)> (Y=H, iPr, or CH2Ph) have been prepared by treatment of the species where Y=I(Mo) or Br(W) with ammonia primary amines, and NHMe2 respectively.Reaction of HB(3,5-Me2C3HN2)3>(NO)I(NH2)> with HCl, and with acetone in the presence of NEt3 respectively, gives (NO)Cl2> and Cl, and (NO)I(N=CMe2)>*Me2CO.The crystal and molecular structure of (NO)I(NHEt)>, as a di-isopropyl ether solvate, has been determined by X-ray diffraction methods using counter data and refined by block-diagonal least-squares procedures, to R=0.0534 for 3150 reflections.The molecule is six co-ordinate, with a linear Mo-N-O group, and a short Mo-NHEt bond.Crystals are monoclinic with a=40.00(3), b=12.751(10), c=10.60(3) angstroem.β=97.23(2) deg, space group P21/a, and Z=8.

Low-temperature photoluminescence spectroscopy of CH3NH3PbBrxCl3-x perovskite single crystals

Xu, Qiang,Shao, Wenyi,Zhang, Xinlei,Liu, Jun,Ouyang, Xiaoping,Tang, Xiaobin,Jia, Wenbao

, p. 185 - 190 (2019)

Organic-inorganic halide perovskite (OIHP) has attracted tremendous attention due to its potential applications in optoelectronics such as light emitting device and photodetector. Here, we have grown high quality CH3NH3PbBrx/su

Stereodynamics of Diethylmethylamine and Triethylamine

Bushweller, C. Hackett,Fleischman, Stephen H.,Grady, Gilbert L.,McGoff, Paul,Rithner, Christopher D.,et al.

, p. 6224 - 6236 (1982)

Diethylamine is the simplest acyclic trialkylamine that possesses the requisite symmetry that allows, in principle, the direct observation of both nitrogen inversion and isolated nitrogen-carbon bond rotation using 1H dynamic nuclear magnetic resonance (DNMR) spectroscopy.DNMR studies of diethylmethylamine and two deuterated derivatives complemented by empirical force-field calculations reveal a comprehensive picture of the stereodynamics of this representative acyclic trialkylamine.The DNMR studies show clear evidence for pyramidal inversion at nitrogen.In addition to nitrogen inversion, the results also speak for several "families" of rotamers for diethylmethylamine that undergo very rapid, DNMR-invisible intrafamily conformational exchange via isolated N-CH2 rotation while also undergoing higher barrier DNMR-visible interfamily exchange also via isolated N-CH2 rotation.The DNMR-visible N-CH2 rotation processes involve CCH3/N-alkyl eclipsing in the transition state while the DNMR-invisible processes involve CCH3/lone pair eclipsing.Although the symmetry of triethylamine precludes the DNMR-observation of nitrogen inversion, (1)H DNMR evidence for restricted N-CH2 rotation and empirical force-field calculations reveal stereodynamics for triethylamine that are highly analogous to diethylmethylamine.

Crystal Growth, Structural Phase Transitions, and Optical Gap Evolution of CH3NH3Pb(Br1-xClx)3 Perovskites

Alvarez-Galván,Alonso,López,López-Linares,Contreras,Lázaro,Fauth,Martínez-Huerta

, p. 918 - 924 (2019)

Chemically tuned inorganic-organic hybrid halide perovskites based on bromide and chloride anions CH3NH3Pb(Br1-xClx)3 have been crystallized and investigated by synchrotron X-ray diffraction (SXRD), scanning electron microscopy, and UV-vis spectroscopy. CH3NH3PbBr3 and CH3NH3PbCl3 experience successive phase transitions upon cooling, which are suppressed for intermediate compositions probably due to compositional disorder. For CH3NH3PbCl3, a transient phase, formerly described as tetragonal, was identified at 167.5 K; the analysis of SXRD data demonstrated that it is indeed orthorhombic, with space group Pnma, and a ≈ 2ap; b ≈ 2ap; c ≈ 2ap (ap is the ideal cubic perovskite unit-cell parameter). The band gap engineering brought about by the chemical management of CH3NH3Pb(Br1-xClx)3 perovskites can be controllably tuned: the gap progressively increases with the concentration of Cl ions from 2.2 to 2.9 eV, and shows a concomitant variation with the unit-cell parameters of the cubic phases at 295 K. This study provides an improved understanding of the structural and optical properties of the mixed CH3NH3Pb(Br1-xClx)3 perovskites.

Reduction of Amides to Amines with Pinacolborane Catalyzed by Heterogeneous Lanthanum Catalyst La(CH2C6H4NMe2- o)3@SBA-15

Guo, Chenjun,Zhang, Fangcao,Yu, Chong,Luo, Yunjie

supporting information, p. 13122 - 13135 (2021/08/31)

Hydroboration of amides is a useful synthetic strategy to access the corresponding amines. In this contribution, it was found that the supported lanthanum benzyl material La(CH2C6H4NMe2-o)3@SBA-15 was highly active for the hydroboration of primary, secondary, and tertiary amides to amines with pinacolborane. These reactions selectively produced target amines and showed good tolerance for functional groups such as -NO2, -halogen, and -CN, as well as heteroatoms such as S and O. This reduction procedure exhibited the recyclable and reusable property of heterogeneous catalysts and was applicable to gram-scale synthesis. The reaction mechanisms were proposed based on some control experiments and the previous literature. This is the first example of hydroborative reduction of amides to amines mediated by heterogeneous catalysts.

Solvent-free, solid phase synthesis of hybrid lead halide perovskites with superior purity

-

Page/Page column 6-7, (2020/12/30)

A method of synthesizing a mixed-halide perovskite is disclosed herein. The method includes the steps of mixing a first single-halide perovskite and a second single-halide perovskite to form a solid phase mixture and heating the solid phase mixture at a temperature below a first decomposition temperature of the first single-halide perovskite and below a second decomposition temperature of the second single-halide perovskite for a time sufficient to form the mixed-halide perovskite. During the mixing, the first and second single-halide perovskite are both in the solid phase. A mixed-halide perovskite made according to the method is also disclosed herein. The mixed-halide perovskite is free of amorphous and/or semicrystalline phases. The mixed-halide perovskite can be utilized in a photovoltaic cell in a solar panel.

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