Water → 2-amino-4-phenyl-1,3-thiazole-5-carbohydrazide

HRID 604491Notes

Reaction equation

HRID 604491 reaction equation
C([O:3][C:4]([C:6]1[S:10][C:9]([NH2:11])=[N:8][C:7]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=O)C.O.[NH2:19][NH2:20].O>CO>[NH2:11][C:9]1[S:10][C:6]([C:4]([NH:19][NH2:20])=[O:3])=[C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:8]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)2×HCID 73239Ethyl 2-amino-4-phenyl-1,3-thiazole-5-carboxylate

Product 1

HCID 14819492-amino-4-phenyl-1,3-thiazole-5-carbohydrazideYield 70%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Amino-4-phenyl-thiazole-5-carboxylic acid ethyl ester (5.0 g, 20 mmol) was suspended in methanol. Hydrazine monohydrate (5 mL, 100 mmol) was added and heated to reflux for 2 h. Hydrazine monohydrate (10 mL) was added and heated to reflux for 48 h. Water (100 mL) was added to the reaction mixture and the methanol was removed by evaporation in vacuo. The product precipitates and the solid product is collected by filtration. Yield: 70%.

Workup

  1. temperatureheated
  2. temperatureto reflux for 2 h
  3. temperatureheated
  4. temperatureto reflux for 48 h
  5. customthe methanol was removed by evaporation in vacuo
  6. customThe product precipitates
  7. filtrationthe solid product is collected by filtration

Sources & evidence

ORD record
ord-0bd77e4e343e477e91ed3a528e4aeb3c
Source dataset
uspto-grants-2011_03
Patent number
US07910613B2

Reaction notes

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