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6212-33-5 Usage

Chemical Properties

white to light yellow crystal powder

Uses

It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Check Digit Verification of cas no

The CAS Registry Mumber 6212-33-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,2,1 and 2 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 6212-33:
(6*6)+(5*2)+(4*1)+(3*2)+(2*3)+(1*3)=65
65 % 10 = 5
So 6212-33-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H8ClNO2/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,7H,10H2,(H,11,12)

6212-33-5 Well-known Company Product Price

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  • TCI America

  • (C1401)  DL-2-(4-Chlorophenyl)glycine  >98.0%(T)

  • 6212-33-5

  • 1g

  • 345.00CNY

  • Detail
  • TCI America

  • (C1401)  DL-2-(4-Chlorophenyl)glycine  >98.0%(T)

  • 6212-33-5

  • 5g

  • 890.00CNY

  • Detail
  • Alfa Aesar

  • (H59921)  4-Chloro-DL-phenylglycine, 98%   

  • 6212-33-5

  • 25g

  • 712.0CNY

  • Detail
  • Alfa Aesar

  • (H59921)  4-Chloro-DL-phenylglycine, 98%   

  • 6212-33-5

  • 100g

  • 1988.0CNY

  • Detail
  • Aldrich

  • (69171)  (±)-4-Chlorophenylglycine  ≥98.0% (TLC)

  • 6212-33-5

  • 69171-25G-F

  • 1,385.28CNY

  • Detail
  • Aldrich

  • (69171)  (±)-4-Chlorophenylglycine  ≥98.0% (TLC)

  • 6212-33-5

  • 69171-100G-F

  • 3,644.55CNY

  • Detail

6212-33-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name DL-4-Chlorophenylglycine

1.2 Other means of identification

Product number -
Other names chlorophenylglycine

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:6212-33-5 SDS

6212-33-5Synthetic route

4-chlorophenylglyoxylic acid
7099-88-9

4-chlorophenylglyoxylic acid

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

Conditions
ConditionsYield
With 4-methoxy-N-(1-(naphthalen-2-yl)ethylidene)aniline; ammonium formate In methanol at 80℃; for 12h; Inert atmosphere; chemoselective reaction;91%
With (S)-2-amino-(2-chlorophenyl)ethanoic acid In water; acetonitrile at 50℃; for 36h; Reflux; Inert atmosphere;61%
2-(4-chlorophenyl)-2-(hydroxyimino)acetic acid
1353886-52-8

2-(4-chlorophenyl)-2-(hydroxyimino)acetic acid

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel; sodium hydroxide In methanol; water at 20 - 30℃;90%
Stage #1: 2-(4-chlorophenyl)-2-(hydroxyimino)acetic acid In methanol at 20℃;
Stage #2: With sodium tetrahydroborate; sodium hydroxide In methanol; water at 50 - 64℃;
5-(p-chlorophenyl)hydantoin
6212-32-4

5-(p-chlorophenyl)hydantoin

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

Conditions
ConditionsYield
With sodium hydroxide for 24h; Heating;70.3%
With sodium hydroxide
With sodium hydroxide
With potassium carbonate In water at 178℃; under 18751.9 Torr; for 0.0666667h;
potassium cyanide

potassium cyanide

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

Conditions
ConditionsYield
Stage #1: potassium cyanide; 4-chlorobenzaldehyde With water; ammonium chloride In methanol at 20℃; for 2h;
Stage #2: With hydrogenchloride In water; toluene for 24h; Reflux;
34%
α-Isocyano-p-chlorphenylessigsaeureaethylester
39533-35-2

α-Isocyano-p-chlorphenylessigsaeureaethylester

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

Conditions
ConditionsYield
(i) aq. HCl, MeOH, (ii) NaOH; Multistep reaction;
p-chlorobenzyl cyanide
140-53-4

p-chlorobenzyl cyanide

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

Conditions
ConditionsYield
Multistep reaction;
(4-Chloro-phenyl)-(2,2,2-trifluoro-acetylamino)-acetic acid methyl ester

(4-Chloro-phenyl)-(2,2,2-trifluoro-acetylamino)-acetic acid methyl ester

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

Conditions
ConditionsYield
With potassium hydroxide In methanol for 2h; Ambient temperature; Yield given;
(R)-2-amino-2-(4-chlorophenyl)acetic acid
43189-37-3

(R)-2-amino-2-(4-chlorophenyl)acetic acid

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

Conditions
ConditionsYield
With sodium dihydrogenphosphate; tritium oxide at 80.2 - 110.3℃; Thermodynamic data; Rate constant; pH 10.0; Ea, ΔH(excit.), ΔS(excit.);
(+-)-4-<4-chloro-phenyl>-imidazolidinedione-(2.5)

(+-)-4-<4-chloro-phenyl>-imidazolidinedione-(2.5)

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

Conditions
ConditionsYield
With barium dihydroxide
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

linear polystyrene-supported phosphonium salt of allyl bromide

linear polystyrene-supported phosphonium salt of allyl bromide

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 72.5 percent / ethanol; H2O / 12 h / 60 °C
2: 70.3 percent / 10percent aq. NaOH / 24 h / Heating
View Scheme
methyl 2-bromo-2-(4-chlorophenyl)acetate
24091-92-7

methyl 2-bromo-2-(4-chlorophenyl)acetate

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K2CO3 / benzyltriethylammonium chloride / acetonitrile / Heating
2: 20percent aq. KOH / methanol / 2 h / Ambient temperature
View Scheme
p-chlorobenzylisocyanide
39546-47-9

p-chlorobenzylisocyanide

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaH / dimethylformamide
2: (i) aq. HCl, MeOH, (ii) NaOH
View Scheme
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

ammonium bicarbonate

ammonium bicarbonate

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

Conditions
ConditionsYield
With sodium cyanide
1-(4-chlorophenyl)imidazolidine-2,4-dione
32549-33-0

1-(4-chlorophenyl)imidazolidine-2,4-dione

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

Conditions
ConditionsYield
Stage #1: 1-(4-chlorophenyl)imidazolidine-2,4-dione With sodium hydroxide In water at 101 - 178℃; under 3750.38 - 7500.75 Torr; Large scale;
Stage #2: With sulfuric acid In water at 35 - 100℃; pH=6-6.5; Large scale;
4-chloromandelonitrile
13312-83-9

4-chloromandelonitrile

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ammonium bicarbonate; ammonia / water / 0.08 h / 60 - 100 °C / 7500.75 Torr
2: potassium carbonate / water / 0.07 h / 178 °C / 18751.9 Torr
View Scheme
1-(p-chlorophenyl)-1,2-ethanediol
7477-64-7

1-(p-chlorophenyl)-1,2-ethanediol

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid; sodium nitrite / water; acetonitrile / 18 h / 20 °C
2: (S)-2-amino-(2-chlorophenyl)ethanoic acid / water; acetonitrile / 36 h / 50 °C / Reflux; Inert atmosphere
View Scheme
4-vinylbenzyl chloride
1073-67-2

4-vinylbenzyl chloride

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / 18 h / 0 - 20 °C / Inert atmosphere
2: acetic acid; sodium nitrite / water; acetonitrile / 18 h / 20 °C
3: (S)-2-amino-(2-chlorophenyl)ethanoic acid / water; acetonitrile / 36 h / 50 °C / Reflux; Inert atmosphere
View Scheme
methanol
67-56-1

methanol

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

dl-α-4-chlorophenylglycine methyl ester hydrochloride
42718-19-4

dl-α-4-chlorophenylglycine methyl ester hydrochloride

Conditions
ConditionsYield
With thionyl chloride for 3h; Heating;100%
Stage #1: methanol With thionyl chloride at 0℃; for 0.75h;
Stage #2: 2-(4-Chlorophenyl)glycine at 0 - 40℃; for 48h;
100%
Stage #1: methanol With thionyl chloride at 0℃; for 0.75h;
Stage #2: 2-(4-Chlorophenyl)glycine at 0 - 40℃; for 48h;
100%
2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

dl-α-4-chlorophenylglycine methyl ester hydrochloride
42718-19-4

dl-α-4-chlorophenylglycine methyl ester hydrochloride

Conditions
ConditionsYield
Stage #1: methanol With thionyl chloride at 0℃; for 0.75h;
Stage #2: 2-(4-Chlorophenyl)glycine at 0 - 40℃; for 48h;
100%
Stage #1: methanol With thionyl chloride at 0℃; for 0.75h;
Stage #2: 2-(4-Chlorophenyl)glycine at 0 - 40℃; for 48h;
100%
2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

trifluoroacetic acid
76-05-1

trifluoroacetic acid

4-(p-chlorophenyl)-2-(trifluoromethyl)-1,3-oxazol-5-one
122460-66-6

4-(p-chlorophenyl)-2-(trifluoromethyl)-1,3-oxazol-5-one

Conditions
ConditionsYield
With phosgene; triethylamine In 5,5-dimethyl-1,3-cyclohexadiene; toluene at 10 - 60℃; Temperature; Solvent; Large scale;96.2%
With triethylamine; trichlorophosphate at 65℃; for 5h; Time;95.2%
With triethylamine; trichlorophosphate at 65℃; for 5h; Time;95.2%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

(±)-2-(tert-butoxycarbonyl)-2-(4-chlorophenyl)acetic Acid
53994-85-7

(±)-2-(tert-butoxycarbonyl)-2-(4-chlorophenyl)acetic Acid

Conditions
ConditionsYield
Stage #1: di-tert-butyl dicarbonate; 2-(4-Chlorophenyl)glycine With sodium hydroxide In tetrahydrofuran; water at 20℃; for 15h;
Stage #2: With hydrogenchloride In water pH=1; Cooling;
94%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 15h;94%
Stage #1: 2-(4-Chlorophenyl)glycine With sodium hydroxide In 1,4-dioxane; water at 0℃; for 0.0833333h; Inert atmosphere;
Stage #2: di-tert-butyl dicarbonate With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃; for 24h; Inert atmosphere;
93%
2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

((S)-N-(2-benzoyl-4-chlorophenyl)-1-(3,4-dichlorobenzyl)pyrrolidine-2-carboxamide)
1644308-41-7

((S)-N-(2-benzoyl-4-chlorophenyl)-1-(3,4-dichlorobenzyl)pyrrolidine-2-carboxamide)

nickel(II) acetate tetrahydrate
6018-89-9

nickel(II) acetate tetrahydrate

C33H25Cl4N3NiO3

C33H25Cl4N3NiO3

Conditions
ConditionsYield
With potassium carbonate In methanol at 60℃; for 1h; Temperature; diastereoselective reaction;94%
2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

1-(4-chlorophenyl)-2-ethoxy-2-oxoethanaminium chloride
124031-17-0

1-(4-chlorophenyl)-2-ethoxy-2-oxoethanaminium chloride

Conditions
ConditionsYield
With thionyl chloride In ethanol at 0 - 90℃; for 5h;93%
2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

2-hydroxynitrobenzene
88-75-5

2-hydroxynitrobenzene

2-(4-chlorophenyl)benzoxazole
1141-35-1

2-(4-chlorophenyl)benzoxazole

Conditions
ConditionsYield
With potassium carbonate In toluene at 130℃; for 24h; Schlenk technique; Sealed tube;90%
Multi-step reaction with 2 steps
1: potassium carbonate / toluene; water / 20 h / 150 °C / Schlenk technique; Inert atmosphere
2: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / toluene; water / 8 h / 150 °C / Schlenk technique
View Scheme
2-acetylnitrobenzene
577-59-3

2-acetylnitrobenzene

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

4-methyl-2-(4-chlorophenyl)-quinazoline
1315314-54-5

4-methyl-2-(4-chlorophenyl)-quinazoline

Conditions
ConditionsYield
With palladium 10% on activated carbon In 1,4-dioxane at 130℃; for 10h; Inert atmosphere; Schlenk technique;89%
With palladium 10% on activated carbon In water at 140℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;52%
2-phenylpyridine
1008-89-5

2-phenylpyridine

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

(4-chlorophenyl)(2-(pyridin-2-yl)phenyl)methanone
1173294-91-1

(4-chlorophenyl)(2-(pyridin-2-yl)phenyl)methanone

Conditions
ConditionsYield
With dipotassium peroxodisulfate; water; copper diacetate; palladium diacetate In dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere;87%
2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

4-Cyanochlorobenzene
623-03-0

4-Cyanochlorobenzene

Conditions
ConditionsYield
With sodium azide; [bis(acetoxy)iodo]benzene In acetonitrile at 20℃; for 1h;86%
1-methylindole
603-76-9

1-methylindole

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

3-[(4-chlorophenyl)(1-methyl-1H-indol-3-yl)methyl]-1-methyl-1H-indole

3-[(4-chlorophenyl)(1-methyl-1H-indol-3-yl)methyl]-1-methyl-1H-indole

Conditions
ConditionsYield
With phosphotungstic acid 44-hydrate; alloxan monohydrate In N,N-dimethyl-formamide at 110℃;86%
2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

2-nitro-4,5-dimethoxybenzonitrile
102714-71-6

2-nitro-4,5-dimethoxybenzonitrile

2-(4-chlorophenyl)-6,7-dimethoxyquinazolin-4(3H)-one
228118-56-7

2-(4-chlorophenyl)-6,7-dimethoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
With iron(III) chloride; potassium carbonate In toluene at 120℃; for 16h;85%
octanol
111-87-5

octanol

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

A

B

DL-2-(p-Chlorphenyl)glycinoctylesterhydrochlorid
126746-12-1

DL-2-(p-Chlorphenyl)glycinoctylesterhydrochlorid

Conditions
ConditionsYield
With hydrogenchloride at 130℃;A n/a
B 84%
With hydrogenchloride at 130℃; Yields of byproduct given;A n/a
B 84%
2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

2-(4-chlorophenyl)-2-((4-methylphenyl)sulfonamido)acetic acid

2-(4-chlorophenyl)-2-((4-methylphenyl)sulfonamido)acetic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 40℃; for 12h;84%
phenyl(pyridin-2-yl)methanone
91-02-1

phenyl(pyridin-2-yl)methanone

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

3-(4-chlorophenyl)-1-phenylimidazo[1,5-a]pyridine

3-(4-chlorophenyl)-1-phenylimidazo[1,5-a]pyridine

Conditions
ConditionsYield
With di-tert-butyl peroxide; iodine In toluene at 120℃; for 12h; Sealed tube;82%
With di-tert-butyl peroxide; iodine; copper(II) bis(trifluoromethanesulfonate) In toluene at 120℃; for 10h; Sealed tube;81%
2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

hexan-1-ol
111-27-3

hexan-1-ol

A

1-Chlorohexane
544-10-5

1-Chlorohexane

B

Amino-(4-chloro-phenyl)-acetic acid hexyl ester; hydrochloride
131402-92-1

Amino-(4-chloro-phenyl)-acetic acid hexyl ester; hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at 130℃;A n/a
B 81%
2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

2-(4-chlorophenyl)-N-(4-methylbenzoyl)glycine
110315-00-9

2-(4-chlorophenyl)-N-(4-methylbenzoyl)glycine

Conditions
ConditionsYield
80%
2-(2-iodophenyl)-1H-benzo[d]imidazole
24192-81-2

2-(2-iodophenyl)-1H-benzo[d]imidazole

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

6-(4-chlorophenyl)benzo[4,5]imidazo[1,2-c]quinazoline
105997-06-6

6-(4-chlorophenyl)benzo[4,5]imidazo[1,2-c]quinazoline

Conditions
ConditionsYield
Stage #1: 2-(2-iodophenyl)-1H-benzo[d]imidazole; 2-(4-Chlorophenyl)glycine With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 36h; Green chemistry;
Stage #2: With oxygen In N,N-dimethyl-formamide at 90℃; under 760.051 Torr; for 36h; Green chemistry;
78%
2-(2'-bromophenyl)-1H-indole
88207-45-8

2-(2'-bromophenyl)-1H-indole

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

6-(4-chlorophenyl)indolo[1,2-c]quinazoline
1239778-88-1

6-(4-chlorophenyl)indolo[1,2-c]quinazoline

Conditions
ConditionsYield
Stage #1: 2-(2'-bromophenyl)-1H-indole; 2-(4-Chlorophenyl)glycine With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 12h; Green chemistry;
Stage #2: With oxygen In N,N-dimethyl-formamide at 90℃; under 760.051 Torr; for 24h; Green chemistry;
77%
2-methylquinoline
91-63-4

2-methylquinoline

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

1-(4-chlorophenyl)imidazo[1,5-a]quinoline-3-carbonitrile

1-(4-chlorophenyl)imidazo[1,5-a]quinoline-3-carbonitrile

Conditions
ConditionsYield
With oxygen; copper(II) sulfate In 1-methyl-pyrrolidin-2-one at 130℃;77%
2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

methyl chloroformate
79-22-1

methyl chloroformate

(4-Chloro-phenyl)-methoxycarbonylamino-acetic acid
170119-37-6

(4-Chloro-phenyl)-methoxycarbonylamino-acetic acid

Conditions
ConditionsYield
With sodium hydroxide for 0.333333h; Ambient temperature;76.8%
2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

p-toluidine
106-49-0

p-toluidine

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

2-(4-chlorophenyl)-6-methylquinazoline
88737-71-7

2-(4-chlorophenyl)-6-methylquinazoline

Conditions
ConditionsYield
With hydrogen iodide In water at 140℃; for 18h; Sealed tube;74%
2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

2-Chloroacrylonitrile
920-37-6

2-Chloroacrylonitrile

2-(p-chlorophenyl)pyrrole-3-carbonitrile
122453-02-5

2-(p-chlorophenyl)pyrrole-3-carbonitrile

Conditions
ConditionsYield
With formic acid; acetic anhydride73.6%
With formic acid; acetic anhydride73.6%
2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

C15H12BrNO
1415639-48-3

C15H12BrNO

6-(4-chlorophenyl)-3-methoxyindolo[1,2-c]quinazoline
1469538-17-7

6-(4-chlorophenyl)-3-methoxyindolo[1,2-c]quinazoline

Conditions
ConditionsYield
Stage #1: 2-(4-Chlorophenyl)glycine; C15H12BrNO With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 12h; Green chemistry;
Stage #2: With oxygen In N,N-dimethyl-formamide at 90℃; under 760.051 Torr; for 24h; Green chemistry;
73%
2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

nonyl alcohol
143-08-8

nonyl alcohol

A

1-Chlorononane
2473-01-0

1-Chlorononane

B

Amino-(4-chloro-phenyl)-acetic acid nonyl ester; hydrochloride
131402-94-3

Amino-(4-chloro-phenyl)-acetic acid nonyl ester; hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at 130℃;A n/a
B 72%
2-(4-Chlorophenyl)glycine
6212-33-5

2-(4-Chlorophenyl)glycine

2-(2-bromophenyl)-5-methyl-1H-indole
899694-59-8

2-(2-bromophenyl)-5-methyl-1H-indole

6-(4-chlorophenyl)-10-methylindolo[1,2-c]quinazoline
1469538-20-2

6-(4-chlorophenyl)-10-methylindolo[1,2-c]quinazoline

Conditions
ConditionsYield
Stage #1: 2-(4-Chlorophenyl)glycine; 2-(2-bromophenyl)-5-methyl-1H-indole With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 12h; Green chemistry;
Stage #2: With oxygen In N,N-dimethyl-formamide at 90℃; under 760.051 Torr; for 24h; Green chemistry;
71%

6212-33-5Relevant articles and documents

Synthesis of Unprotected 2-Arylglycines by Transamination of Arylglyoxylic Acids with 2-(2-Chlorophenyl)glycine

Inada, Haruki,Shibuya, Masatoshi,Yamamoto, Yoshihiko

, p. 11047 - 11059 (2020/10/12)

The transamination of α-keto acids with 2-phenylglycine is an effective methodology for directly synthesizing unprotected α-amino acids. However, the synthesis of 2-arylglycines by transamination is problematic because the corresponding products, 2-arylglycines, transaminate the starting arylglyoxylic acids. Herein, we demonstrate the use of commercially available l-2-(2-chlorophenyl)glycine as the nitrogen source in the transamination of arylglyoxylic acids, producing the corresponding 2-arylglycines without interference from the undesired self-transamination process.

Ru-catalyzed C[sbnd]H functionalization of phenylglycine derivatives: Synthesis of isoquinoline-1-carboxylates and isoindoline-1-carboxylates

Ruiz, Sara,Sayago, Francisco J.,Cativiela, Carlos,Urriolabeitia, Esteban P.

, p. 407 - 418 (2016/12/16)

The reaction of N-unprotected methylesters of phenylglycine derivatives (1a–1f) with electron-rich internal alkynes (2a–2e), catalyzed by [Ru(cymene)Cl2]2 (10%), gives the corresponding 3,4-disubstituted isoquinoline-1-carboxylates 3 through C[sbnd]H/N[sbnd]H oxidative coupling. The C[sbnd]H bond activation step is assisted by carboxylates, and N-fluoro-2,4,6-trimethylpyridinium triflate works as the terminal oxidant. The process shows a remarkable tolerance to the presence of diverse electron-releasing and electron-attracting functional groups at the phenyl ring of the amino acid. In addition, the reaction of phenylglycine derivatives (1a–1f) with methyl acrylate (4a) catalyzed by [Ru(cymene)Cl2]2 (10%) under the same experimental conditions, gives the corresponding 3,N-disubstituted isoindoline-1-carboxylates 5 through C[sbnd]H/N[sbnd]H coupling. Isoindolines 5 are obtained as a mixture of diastereoisomers, with moderate to high values of diastereomeric excess (up to 80%).

CATALYST COMPOUNDS

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Paragraph 0314; 0324, (2015/03/28)

The present invention relates to an iridium-based catalyst compound for hydrogenating reducible moieties, especially imines and iminiums, the catalyst compounds being defined by the formulas: where ring B is either itself polycyclic, or ring B together with R is polycyclic. The catalysts of the invention are particularly effective in reductive amination procedures 10 which involve the in situ generation of the imine or iminium under reductive hydrogenative conditions.

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