Acetic Anhydride → HCID 54432745, compound

HRID 1935469Notes

Reaction equation

HRID 1935469 reaction equation
[C:1]([O:4][C:5](=O)C)(=O)[CH3:2].[NH2:8][C:9]1[S:10][C:11]([C:20](=[O:24])[N:21]([CH3:23])[CH3:22])=[C:12]([CH3:19])[C:13]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15]>C(OCC)(OCC)OCC>[CH2:1]([O:4][CH:5]=[N:8][C:9]1[S:10][C:11]([C:20](=[O:24])[N:21]([CH3:22])[CH3:23])=[C:12]([CH3:19])[C:13]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 735026ethyl 2-amino-5-(dimethylcarbamoyl)-4-methylthiophene-3-carboxylate

Product 1

HCID 54432745HCID 54432745, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 31214Ethyl orthoformateSolvent

Procedure

2.0 ml of acetic anhydride were added to 30.6 g (119 mmol) of 2-amino-3-carboethoxy-4-methyl-5-dimethylcarbamoyl-thiophene in 150 ml of triethyl orthoformate, and the mixture was boiled under nitrogen and at reflux for 2 h. The mixture was then evaporated right down at 80° C. on a rotary evaporator. 35.6 g (96%) of crude product were isolated as a dark oil, which is sufficiently pure for further reaction.

Workup

  1. temperatureat reflux for 2 h
  2. customThe mixture was then evaporated right down at 80° C. on a rotary evaporator

Sources & evidence

ORD record
ord-7efd8e02829e48d39219214df4a92c69
Source dataset
uspto-grants-2002_05
Patent number
US06387912B1

Reaction notes

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