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Methyl carbazate is a hydrazine derivative and a pharmaceutical intermediate, which is used in the preparation of various organic compounds and in the synthesis of imidazo[1,5-d][1,2,4]triazines.

6294-89-9

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6294-89-9 Usage

Uses

Used in Pharmaceutical Industry:
Methyl carbazate is used as a pharmaceutical intermediate for the synthesis of various drugs and pharmaceutical compounds.
Used in Organic Chemistry:
Methyl carbazate is used in the preparation of methyl 3-(4-methyl-benzyl-idene)carbazate, which is an organic compound with potential applications in various industries.
Used in Synthesis of Imidazo[1,5-d][1,2,4]triazines:
Methyl carbazate is used in the synthesis of imidazo[1,5-d][1,2,4]triazines, which are a class of heterocyclic compounds with potential applications in various fields, including pharmaceuticals and materials science.

Purification Methods

To remove impurities, the material is melted and pumped under vacuum until the vapours are spectroscopically pure [Caminati et al. J Am Chem Soc 108 4364 1986]. Distil it in a vacuum. [Beilstein 3 I 46.]

Check Digit Verification of cas no

The CAS Registry Mumber 6294-89-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,2,9 and 4 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 6294-89:
(6*6)+(5*2)+(4*9)+(3*4)+(2*8)+(1*9)=119
119 % 10 = 9
So 6294-89-9 is a valid CAS Registry Number.
InChI:InChI=1/C2H6N2O2/c1-6-2(5)4-3/h3H2,1H3,(H,4,5)

6294-89-9 Well-known Company Product Price

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  • Alfa Aesar

  • (A14548)  Methyl carbazate, 98%   

  • 6294-89-9

  • 100g

  • 592.0CNY

  • Detail
  • Alfa Aesar

  • (A14548)  Methyl carbazate, 98%   

  • 6294-89-9

  • 500g

  • 2025.0CNY

  • Detail
  • Alfa Aesar

  • (A14548)  Methyl carbazate, 98%   

  • 6294-89-9

  • 2500g

  • 8040.0CNY

  • Detail
  • Aldrich

  • (151653)  Methylhydrazinocarboxylate  97%

  • 6294-89-9

  • 151653-100G

  • 961.74CNY

  • Detail
  • Aldrich

  • (151653)  Methylhydrazinocarboxylate  97%

  • 6294-89-9

  • 151653-500G

  • 2,868.84CNY

  • Detail

6294-89-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl carbazate

1.2 Other means of identification

Product number -
Other names methyl N-aminocarbamate

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:6294-89-9 SDS

6294-89-9Synthetic route

hydrazine hydrate
7803-57-8

hydrazine hydrate

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

Conditions
ConditionsYield
at 20℃;96%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

Conditions
ConditionsYield
With hydrazine hydrate at 20 - 50℃; for 20.33h;95%
With hydrazine hydrate95%
With hydrazine hydrate at 20 - 50℃; for 24.5h;94%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

A

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

B

carbonodihydrazide
497-18-7

carbonodihydrazide

Conditions
ConditionsYield
With hydrazine hydrate In neat (no solvent) at 80℃; Temperature;A 53%
B 35%
N-nitro-carbamide acid methylester
14442-53-6

N-nitro-carbamide acid methylester

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

Conditions
ConditionsYield
With acetic acid Electrolysis.durch Reduktion an einer verzinnten Kupferkathode;
N-nitro-carbamide acid methylester
14442-53-6

N-nitro-carbamide acid methylester

acetic acid
64-19-7

acetic acid

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

Conditions
ConditionsYield
Reduktion an einer verzinnten Kupferkathode.Electrolysis;
methyl chloroformate
79-22-1

methyl chloroformate

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

Conditions
ConditionsYield
With methanol; hydrazine hydrate
methyl (phenylseleno)formate
76529-39-0

methyl (phenylseleno)formate

A

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

B

diphenyl diselenide
1666-13-3

diphenyl diselenide

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at -10 - 20℃;
S-(5-benzyl-4-phenyl-4H-1,2,4-triazol-3-yl)O-methyl carbonothioate

S-(5-benzyl-4-phenyl-4H-1,2,4-triazol-3-yl)O-methyl carbonothioate

A

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

B

3-benzyl-4-phenyl-5-mercapto-1,2,4-triazole
22478-90-6

3-benzyl-4-phenyl-5-mercapto-1,2,4-triazole

Conditions
ConditionsYield
With hydrazine hydrate In ethanol; water at 20 - 60℃; for 10h;
methyl 1-imidazolecarboxylate
61985-23-7

methyl 1-imidazolecarboxylate

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

Conditions
ConditionsYield
With hydrazine hydrate In dichloromethane at 0 - 20℃; for 1h;
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

methyl 2-[2-chloro-1-(chloromethyl)ethylidene]-1-hydrazinecarboxylate
87595-89-9

methyl 2-[2-chloro-1-(chloromethyl)ethylidene]-1-hydrazinecarboxylate

Conditions
ConditionsYield
In diethyl ether for 15h; Ambient temperature;100%
In methanol at 23℃; for 4h;54%
for 3h; Ambient temperature; Yield given;
In methanol at 23℃; for 4h;
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

Glyoxilic acid
298-12-4

Glyoxilic acid

[(methoxycarbonyl)hydrazono]acetic acid
332868-35-6

[(methoxycarbonyl)hydrazono]acetic acid

Conditions
ConditionsYield
In water for 7h;100%
2-Adamantanone
700-58-3

2-Adamantanone

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

C12H18N2O2
544419-63-8

C12H18N2O2

Conditions
ConditionsYield
With acetic acid In methanol for 1h; Reflux;100%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

acetone
67-64-1

acetone

methyl-2,3-diaza-4-methyl-4-acetoxypent-2-enoate
21732-11-6

methyl-2,3-diaza-4-methyl-4-acetoxypent-2-enoate

Conditions
ConditionsYield
With magnesium sulfate for 6.5h; Reflux; Inert atmosphere;100%
With magnesium sulfate In acetone for 2h; Inert atmosphere; Reflux;87.8%
With acetic acid In methanol at 25 - 65℃; Molecular sieve;
With acetic acid at 20℃; for 24h;
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

C5H11N3O3

C5H11N3O3

Conditions
ConditionsYield
With sodium hydroxide In ethyl acetate at 50℃; for 16h; Reagent/catalyst;100%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

chloroacetonitrile
107-14-2

chloroacetonitrile

N'-(1-amino-2-chloroethylidene)hydrazine carboxylic acid methyl ester

N'-(1-amino-2-chloroethylidene)hydrazine carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: chloroacetonitrile With sodium In methanol at 0 - 20℃; for 0.5h;
Stage #2: hydrazinecarboxylic acid methyl ester With acetic acid In methanol at 20℃; for 0.666667h;
99.4%
Stage #1: chloroacetonitrile With sodium methylate In methanol at 0 - 20℃; for 0.75h;
Stage #2: hydrazinecarboxylic acid methyl ester With acetic acid In methanol at 20℃; for 0.5h;
hydrazine hydrate
7803-57-8

hydrazine hydrate

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

Conditions
ConditionsYield
at 20℃;96%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

Conditions
ConditionsYield
With hydrazine hydrate at 20 - 50℃; for 20.33h;95%
With hydrazine hydrate95%
With hydrazine hydrate at 20 - 50℃; for 24.5h;94%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

A

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

B

carbonodihydrazide
497-18-7

carbonodihydrazide

Conditions
ConditionsYield
With hydrazine hydrate In neat (no solvent) at 80℃; Temperature;A 53%
B 35%
N-nitro-carbamide acid methylester
14442-53-6

N-nitro-carbamide acid methylester

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

Conditions
ConditionsYield
With acetic acid Electrolysis.durch Reduktion an einer verzinnten Kupferkathode;
N-nitro-carbamide acid methylester
14442-53-6

N-nitro-carbamide acid methylester

acetic acid
64-19-7

acetic acid

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

Conditions
ConditionsYield
Reduktion an einer verzinnten Kupferkathode.Electrolysis;
methyl chloroformate
79-22-1

methyl chloroformate

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

Conditions
ConditionsYield
With methanol; hydrazine hydrate
methyl (phenylseleno)formate
76529-39-0

methyl (phenylseleno)formate

A

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

B

diphenyl diselenide
1666-13-3

diphenyl diselenide

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at -10 - 20℃;
S-(5-benzyl-4-phenyl-4H-1,2,4-triazol-3-yl)O-methyl carbonothioate

S-(5-benzyl-4-phenyl-4H-1,2,4-triazol-3-yl)O-methyl carbonothioate

A

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

B

3-benzyl-4-phenyl-5-mercapto-1,2,4-triazole
22478-90-6

3-benzyl-4-phenyl-5-mercapto-1,2,4-triazole

Conditions
ConditionsYield
With hydrazine hydrate In ethanol; water at 20 - 60℃; for 10h;
methyl 1-imidazolecarboxylate
61985-23-7

methyl 1-imidazolecarboxylate

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

Conditions
ConditionsYield
With hydrazine hydrate In dichloromethane at 0 - 20℃; for 1h;
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

methyl 2-[2-chloro-1-(chloromethyl)ethylidene]-1-hydrazinecarboxylate
87595-89-9

methyl 2-[2-chloro-1-(chloromethyl)ethylidene]-1-hydrazinecarboxylate

Conditions
ConditionsYield
In diethyl ether for 15h; Ambient temperature;100%
In methanol at 23℃; for 4h;54%
for 3h; Ambient temperature; Yield given;
In methanol at 23℃; for 4h;
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

Glyoxilic acid
298-12-4

Glyoxilic acid

[(methoxycarbonyl)hydrazono]acetic acid
332868-35-6

[(methoxycarbonyl)hydrazono]acetic acid

Conditions
ConditionsYield
In water for 7h;100%
2-Adamantanone
700-58-3

2-Adamantanone

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

C12H18N2O2
544419-63-8

C12H18N2O2

Conditions
ConditionsYield
With acetic acid In methanol for 1h; Reflux;100%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

acetone
67-64-1

acetone

methyl-2,3-diaza-4-methyl-4-acetoxypent-2-enoate
21732-11-6

methyl-2,3-diaza-4-methyl-4-acetoxypent-2-enoate

Conditions
ConditionsYield
With magnesium sulfate for 6.5h; Reflux; Inert atmosphere;100%
With magnesium sulfate In acetone for 2h; Inert atmosphere; Reflux;87.8%
With acetic acid In methanol at 25 - 65℃; Molecular sieve;
With acetic acid at 20℃; for 24h;
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

C5H11N3O3

C5H11N3O3

Conditions
ConditionsYield
With sodium hydroxide In ethyl acetate at 50℃; for 16h; Reagent/catalyst;100%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

chloroacetonitrile
107-14-2

chloroacetonitrile

N'-(1-amino-2-chloroethylidene)hydrazine carboxylic acid methyl ester

N'-(1-amino-2-chloroethylidene)hydrazine carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: chloroacetonitrile With sodium In methanol at 0 - 20℃; for 0.5h;
Stage #2: hydrazinecarboxylic acid methyl ester With acetic acid In methanol at 20℃; for 0.666667h;
99.4%
Stage #1: chloroacetonitrile With sodium methylate In methanol at 0 - 20℃; for 0.75h;
Stage #2: hydrazinecarboxylic acid methyl ester With acetic acid In methanol at 20℃; for 0.5h;
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

ethyl acetoacetate
141-97-9

ethyl acetoacetate

3-methoxycarbonylhydrazonoacetic acid ethyl ester
356102-30-2

3-methoxycarbonylhydrazonoacetic acid ethyl ester

Conditions
ConditionsYield
In ethanol at 20℃; for 10.5h;99%
In ethanol at 20℃; for 10.5h;99%
In ethanol at 20℃;98%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

α-phenylcinnamoyl chloride
58085-33-9, 60135-02-6, 51388-67-1

α-phenylcinnamoyl chloride

methyl 2-[(2E)-(2,3-diphenyl)prop-2-enoyl]hydrazinecarboxylate
1194791-09-7

methyl 2-[(2E)-(2,3-diphenyl)prop-2-enoyl]hydrazinecarboxylate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃;99%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

cinnamoyl chloride
35086-79-4, 95602-71-4

cinnamoyl chloride

methyl 2-[(2E)-3-(4-chlorophenyl)prop-2-enoyl]hydrazinecarboxylate
1194791-02-0

methyl 2-[(2E)-3-(4-chlorophenyl)prop-2-enoyl]hydrazinecarboxylate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃;99%
formaldehyd
50-00-0

formaldehyd

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

N'-Methylene-hydrazinecarboxylic acid methyl ester
99132-70-4

N'-Methylene-hydrazinecarboxylic acid methyl ester

Conditions
ConditionsYield
With triethylamine In methanol for 2h; Heating;98%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

p-Tolylisocyanate
622-58-2

p-Tolylisocyanate

C10H13N3O3

C10H13N3O3

Conditions
ConditionsYield
In benzene for 0.333333h;98%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

3-amino-1-(4-methoxyphenyl)but-2-en-1-one
102252-89-1

3-amino-1-(4-methoxyphenyl)but-2-en-1-one

methyl 4,5-dihydro-5-hydroxy-5-(4-methoxyphenyl)-3-methylpyrazole-1-carboxylate
254734-22-0

methyl 4,5-dihydro-5-hydroxy-5-(4-methoxyphenyl)-3-methylpyrazole-1-carboxylate

Conditions
ConditionsYield
With acetic acid In ethanol at 20℃; for 24h; Cycloaddition;98%
2-phenylmethylenecyclohexan-1-one
31021-02-0

2-phenylmethylenecyclohexan-1-one

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

N-(methoxycarbonyl)-N'-(2-phenylmethylenecyclohexylidene)-hydrazine

N-(methoxycarbonyl)-N'-(2-phenylmethylenecyclohexylidene)-hydrazine

Conditions
ConditionsYield
In ethanol98%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

(2E)-3-(2-thiophenyl)-2-propenoyl chloride
28424-61-5, 73186-06-8, 119924-24-2

(2E)-3-(2-thiophenyl)-2-propenoyl chloride

methyl 2-[(2E)-3-(2-thienyl)prop-2-enoyl]hydrazinecarboxylate
1194790-95-8

methyl 2-[(2E)-3-(2-thienyl)prop-2-enoyl]hydrazinecarboxylate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃;98%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

p-acetoxycinnamoyl chloride
53901-95-4, 108608-06-6, 58523-18-5

p-acetoxycinnamoyl chloride

methyl 2-[(2E)-3-(4-acetoxyphenyl)prop-2-enoyl]hydrazinecarboxylate
1194790-88-9

methyl 2-[(2E)-3-(4-acetoxyphenyl)prop-2-enoyl]hydrazinecarboxylate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃;98%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

7-nitro-1H-benzo[b][1,4]diazepine-2,4(3H,5H)-dithione

7-nitro-1H-benzo[b][1,4]diazepine-2,4(3H,5H)-dithione

2-nitro-9H-bis[l,2,4]triazolo[4,3-a: 3',4'-d][I,5]benzodiazepine

2-nitro-9H-bis[l,2,4]triazolo[4,3-a: 3',4'-d][I,5]benzodiazepine

Conditions
ConditionsYield
In butan-1-ol at 130℃; for 48h;98%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

Ethyl <<2-(4-t-Butylphenyl)-1-thioxoethyl>thio>acetate
121557-79-7

Ethyl <<2-(4-t-Butylphenyl)-1-thioxoethyl>thio>acetate

2-[2-[4-(1,1-dimethylethyl)phenyl]-1-thioxoethyl]hydrazinecarboxylic acid, methyl ester
114373-67-0

2-[2-[4-(1,1-dimethylethyl)phenyl]-1-thioxoethyl]hydrazinecarboxylic acid, methyl ester

Conditions
ConditionsYield
In dichloromethane for 2h; Heating;97%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

cyclohexanone
108-94-1

cyclohexanone

methoxycarbonylhydrazone of cyclohexanone
14702-42-2

methoxycarbonylhydrazone of cyclohexanone

Conditions
ConditionsYield
With acetic acid In methanol for 0.5h; Heating;97%
91%
With acetic acid In methanol for 6h; Heating; Yield given;
With acetic acid In methanol at 25 - 65℃; Molecular sieve;
4-amino-3-penten-2-one
1118-66-7

4-amino-3-penten-2-one

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

methyl 3,5-dimethyl-1H-pyrazole-1-carboxylate
53921-04-3

methyl 3,5-dimethyl-1H-pyrazole-1-carboxylate

Conditions
ConditionsYield
With acetic acid In ethanol at 20℃; for 110h; Cyclization; condensation;97%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

3-amino-1-(4-nitrophenyl)-2-buten-1-one
102252-95-9

3-amino-1-(4-nitrophenyl)-2-buten-1-one

methyl 4,5-dihydro-5-hydroxy-3-methyl-5-(4-nitrophenyl)pyrazole-1-carboxylate

methyl 4,5-dihydro-5-hydroxy-3-methyl-5-(4-nitrophenyl)pyrazole-1-carboxylate

Conditions
ConditionsYield
With acetic acid In ethanol at 20℃; for 24h; Dehydration; condensation;97%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

[perfluoro(sulfanyl)vinyl]-diiron complex
169559-48-2

[perfluoro(sulfanyl)vinyl]-diiron complex

[(Fe(CO)3)2( μ-S(CH3)C(CF3)C β (NHNHC(O)OMe) C α (NHNHC(O)OMe))]
436162-67-3

[(Fe(CO)3)2( μ-S(CH3)C(CF3)C β (NHNHC(O)OMe) C α (NHNHC(O)OMe))]

Conditions
ConditionsYield
In dichloromethane room temp., 2 hs, (Ar); filtration (deoxygenated silica gel), vac. evapn., crystn. (pentane), elem. anal.;97%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

(E)-3-(thien-3-yl)acryloyl chloride
119924-22-0

(E)-3-(thien-3-yl)acryloyl chloride

methyl 2-[(2E)-3-(2-thienyl)prop-2-enoyl]hydrazinecarboxylate
1194790-97-0

methyl 2-[(2E)-3-(2-thienyl)prop-2-enoyl]hydrazinecarboxylate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃;97%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

Ethyl <<2-(3-Methoxyphenyl)-1-thioxoethyl>thio>acetate
121557-83-3

Ethyl <<2-(3-Methoxyphenyl)-1-thioxoethyl>thio>acetate

2-[2-(3-methoxyphenyl)-1-thioxoethyl]hydrazinecarboxylic acid, methyl ester
114373-92-1

2-[2-(3-methoxyphenyl)-1-thioxoethyl]hydrazinecarboxylic acid, methyl ester

Conditions
ConditionsYield
In dichloromethane for 2h; Heating;96%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

[[1-thioxo-2-[3-(trifluoromethyl)phenyl]ethyl]thio]acetic acid, ethyl ester
114373-99-8

[[1-thioxo-2-[3-(trifluoromethyl)phenyl]ethyl]thio]acetic acid, ethyl ester

2-[1-thioxo-2-[3-(trifluoromethyl)phenyl]ethyl]hydrazinecarboxylic acid, methyl ester
114373-96-5

2-[1-thioxo-2-[3-(trifluoromethyl)phenyl]ethyl]hydrazinecarboxylic acid, methyl ester

Conditions
ConditionsYield
In dichloromethane for 2h; Heating;96%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

2-<(nitrooxy)methyl>quinoxaline 1,4-dioxide
93222-85-6

2-<(nitrooxy)methyl>quinoxaline 1,4-dioxide

carbadox
6804-07-5

carbadox

Conditions
ConditionsYield
In dichloromethane96%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

ethyl-2 benzothiazine-3,1 thione-4
67130-27-2

ethyl-2 benzothiazine-3,1 thione-4

(2-Ethyl-4-thioxo-4H-quinazolin-3-yl)-carbamic acid methyl ester
83389-34-8

(2-Ethyl-4-thioxo-4H-quinazolin-3-yl)-carbamic acid methyl ester

Conditions
ConditionsYield
In ethanol; benzene for 4h; Heating;96%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

3-amino-1-phenylbut-2-en-1-one
23652-90-6, 80012-15-3, 1128-85-4

3-amino-1-phenylbut-2-en-1-one

methyl 4,5-dihydro-5-hydroxy-3-methyl-5-phenylpyrazole-1-carboxylate
254734-23-1

methyl 4,5-dihydro-5-hydroxy-3-methyl-5-phenylpyrazole-1-carboxylate

Conditions
ConditionsYield
With acetic acid In ethanol at 20℃; for 18h; Cyclization; condensation;96%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

(E)-2-methyl-3-phenylacryloyl chloride
35086-87-4, 38449-13-7

(E)-2-methyl-3-phenylacryloyl chloride

methyl 2-[(2E)-(2-methyl-3-phenyl)prop-2-enoyl]hydrazinecarboxylate
1194791-06-4

methyl 2-[(2E)-(2-methyl-3-phenyl)prop-2-enoyl]hydrazinecarboxylate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃;96%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

acetophenone
98-86-2

acetophenone

methyl (E)-2-(1-phenylethylidene)hydrazine-1-carboxylate

methyl (E)-2-(1-phenylethylidene)hydrazine-1-carboxylate

Conditions
ConditionsYield
With acetic acid In ethanol; water for 0.5h; Reflux;96%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

phenyl isopropyl ketone
611-70-1

phenyl isopropyl ketone

methyl (E)-2-(2-methyl-1-phenylpropylidene)hydrazine-1-carboxylate

methyl (E)-2-(2-methyl-1-phenylpropylidene)hydrazine-1-carboxylate

Conditions
ConditionsYield
With acetic acid In ethanol Reflux;96%

6294-89-9Relevant academic research and scientific papers

1,5-Di(nitramino)tetrazole: High Sensitivity and Superior Explosive Performance

Fischer, Dennis,Klap?tke, Thomas M.,Stierstorfer, J?rg

, p. 10299 - 10302 (2015)

Highly energetic 1,5-di(nitramino)tetrazole and its salts were synthesized. The neutral compound is very sensitive and one of the most powerful non-nuclear explosives to date. Selected nitrogen-rich and metal salts were prepared. The potassium salt can be used as a sensitizer in place of tetracene. The obtained compounds were characterized by low-temperature X-ray diffraction, IR and Raman spectroscopy, multinuclear NMR spectroscopy, elemental analysis, and DSC. Calculated energetic performances using the EXPLO5 code based on calculated (CBS-4M) heats of formation and X-ray densities support the high energetic performances of the 1,5-dinitraminotetrazolates as energetic materials. The sensitivities towards impact, friction, and electrostatic discharge were also explored.

Potassium 1,1′-dinitramino-5,5′-bistetrazolate: A primary explosive with fast detonation and high initiation power

Fischer, Dennis,Klapoetke, Thomas M.,Stierstorfer, Joerg

, p. 8172 - 8175 (2014)

Adequate primary explosives such as lead azide mostly contain toxic ingredients, which have to be replaced. A new candidate that shows high potential, potassium 1,1′-dinitramino-5,5′-bistetrazolate (K 2DNABT), was synthesized by a sophisticated synthetic procedure based on dimethylcarbonate and glyoxal. It was intensively characterized for its chemical (X-ray diffraction, EA, NMR and vibrational spectroscopy) and physico-chemical properties (sensitivity towards impact, friction, and electrostatic, DSC). The obtained primary explosive combines good thermal stability with the desired mechanical stability. Owing to its high heat of formation (326 kJ mol-1) and density (2.11 g cm-3), impressive values for its detonation velocity (8330 m s-1) and pressure (311 kbar) were computed. Its superior calculated performance output was successfully confirmed and demonstrated by different convenient energetic test methods.

Fluorescence and theoretical calculation of phenylhydrazone derivatives and fluorine boron complex: Synthesis and fluorescence characteristics

Tang, Ping,Lyu, Luping,Li, Yujin

, p. 10 - 16 (2020/02/13)

A sereis of phenylhydrazone-based derivatives and their corresponding BF2 complexes were synthesized efficiently by a three-step reaction. Photophysical performance was investigated in different organic solvents and in the solid state. Although these compounds exhibited feeble fluorescent intensity in solution-state, BF2 complexes showed weaker fluorescence in solid state compared to precursors 2, which were caused by slight geometry relaxation of upon photo excitation. Density Functional Theory calculations was carried out to confirm above inference.

A METHOD FOR PRODUCING POTASSIUM 1,1 -DINITRAMINO-5,5-BISTETRAZOLATE AND EXPLOSIVE COMPOSITIONS COMPRISING SAID SALT

-

Paragraph 0051; 0065, (2020/06/16)

A method of producing K2DNABT wherein a biztetrazole intermediate is nitrated using a nitrating agent selected from the following: dinitronium disulphate; a mixture of nitric acid and sulfuric acid; a mixture of nitric acid and phosphorous pentoxide; and nitric acid with acetic anhydride.

Palladium-Catalyzed Oxidative C–H Alkoxycarbonylation of Arenes with Alkylcarbazates Directed by N-Heterocyclic Substituents

Yogesh Kumar, Gujjenahalli Ramalingaiah,Begum, Noor Shahina

supporting information, p. 4698 - 4704 (2020/07/04)

With alkyl carbazates as the green ester source, a novel palladium-catalyzed oxidative free radical carbonylative transformation of the C–H bond on aromatic rings to produce esters has been developed. Good yields of the corresponding products have been obtained with wide functional group tolerance and excellent regioselectivity. A variety of alkyl carbazates are found to be suitable reactants for the ortho-alkoxycarbonylation on the aromatic ring.

Phenylhydrazone fluorescent probe, preparation and applications thereof

-

Paragraph 0039-0040, (2019/12/25)

The invention discloses a phenylhydrazone fluorescent probe, a preparation and applications thereof. According to the present invention, the fluorescence of the phenylhydrazone fluorescent probe can be enhanced in Al, Ba, Cu, Hg, Mg, Ag, Ni and Zn, can be even enhanced by more than 20 times in Mg and Ni, and is almost completely quenched in Fe, such thatthe results show that the complexed phenylhydrazone has good selectivity on iron metal ions, and can be used for the naked eye qualitative identification of iron ions.

An efficient protocol for the production of pymetrozine via a new synthetic strategy

Zhou, Qifan,Du, Fangyu,Shi, Yajie,Liu, Wenqiang,Liu, Dongdong,Chen, Guoliang

, p. 434 - 438 (2018/09/12)

A practical four-step synthesis of pymetrozine is reported, starting from a green chemical dimethyl carbonate and using the key intermediate methyl (E)-1-(2-oxopropyl)-2-(pyridin-3-ylmethylene)hydrazine-1-carboxylate. The main advantages of the route include inexpensive starting materials, environmental friendliness, short synthetic route, easy-to-use synthetic method and acceptable overall yield. A scale-up experiment was carried out to provide pymetrozine with 99.84% purity in 53.2% total yield.

Synthesis and biological activities of (E)-β-farnesene analogues containing 1,2,3-thiadiazole

Zhang, Jing-Peng,Qin, Yao-Guo,Dong, Ya-Wen,Song, Dun-Lun,Duan, Hong-Xia,Yang, Xin-Ling

supporting information, p. 372 - 376 (2017/01/25)

In order to discover novel compounds with high-activity to control aphid, a series of novel (E)-β-farnesene analogues containing 1,2,3-thiadiazole were designed and synthesized, and their structures were confirmed by IR,1H NMR,13C NMR, and HRMS (ESI). The stability of representative compounds was studied by HPLC and1H NMR techniques. Repellent activity results indicated that compounds 8h and 8j displayed 60.3% and 62.0% repellent rates, respectively. The aphicidal bioassay results showed that most analogues exhibited considerable aphicidal activity against Myzus persicae. Especially, analogues 8l, 8s and 8t exhibited high activity with LC50values of 33.4?μg/mL, 50.2?μg/mL and 61.8?μg/mL, respectively, which were higher than the lead compound (E)-β-farnesene, but lower than commercial insecticide pymetrozine with a LC50of 7.1?μg/mL.

Synthesis and biological evaluation of 4-methyl-1,2,3-thiadiazole-5-carboxaldehyde benzoyl hydrazone derivatives

Zhang, Jing-Peng,Li, Xiang-Yang,Dong, Ya-Wen,Qin, Yao-Guo,Li, Xin-Lu,Song, Bao-An,Yang, Xin-Ling

supporting information, p. 1238 - 1242 (2017/06/19)

To find new lead compounds with high biological activity, a series of novel 4-methyl-1,2,3-thiadiazole-5-carboxaldehyde benzoyl hydrazone derivatives were designed and synthesized. Their structures were confirmed by 1H NMR, 13C NMR, IR spectrum and elemental analysis. Preliminary bioassay indicated that the title compounds exhibited moderate to strong fungicidal activity against six fungi in vitro at 50?μg/mL. Moreover, some of the title compounds exhibited good curative activity against TMV in vivo at 500?μg/mL. The structure-activity relationship analysis of compounds against Valsa mali showed that compounds containing halogen at the para position on phenyl exhibited the best activity. Especially compound 8k showed broad spectrum fungicidal activities against Valsa mali, Botrytis cinerea, Pythium aphanidermatum, Rhizoctonia solani, Fusarium moniliforme and Alternaria solani with the EC50 values of 8.20, 24.42, 15.80, 40.53, 41.48, and 34.16?μg/mL, respectively.

A kind of naphthalimide derivatives, preparation method and application thereof

-

Paragraph 0027; 0032-0034, (2017/12/06)

The invention discloses naphthalimide derivatives, a preparation method and applications thereof. The structure of the derivatives is represented by the formula (Y). In the formula (Y), the R represents a six-membered ring containing hetero-atoms, -NHCH2CH2OH, -NHCH2CH2N(CH3)2, or -NHCH2CH2CH2CH3, wherein the hetero-atoms are nitrogen atoms, oxygen atoms, or sulfur atoms, the six-membered ring containing hetero-atoms comprises at least one nitrogen atom, and the R is connected to the mother nucleus of a compound represented by the formula (T) through a nitrogen atom. The provided derivatives are prepared by grafting methyl carbazate to the active sites of naphthalimide. The derivatives can inhibit the growth of tumor cells from different tissues such as mammary glands, cervix, and the like, while normal human cells are barely influenced by the derivatives, and thus the derivatives have a wide prospect in preparation of drugs for inhibiting the growth of tumor cells.

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