Acetic Anhydride → HCID 54376764, compound

HRID 1935475Notes

Reaction equation

HRID 1935475 reaction equation
[C:1]([O:4][C:5](=O)C)(=O)[CH3:2].[NH2:8][C:9]1[S:17][C:16]2[CH2:15][CH2:14][N:13]([CH2:18][CH3:19])[CH2:12][C:11]=2[C:10]=1[C:20]([O:22][CH2:23][CH3:24])=[O:21]>C(OCC)(OCC)OCC>[CH2:1]([O:4][CH:5]=[N:8][C:9]1[S:17][C:16]2[CH2:15][CH2:14][N:13]([CH2:18][CH3:19])[CH2:12][C:11]=2[C:10]=1[C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 401453HCID 401453, compound

Product 1

HCID 54376764HCID 54376764, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 31214Ethyl orthoformateSolvent

Procedure

0.5 ml of acetic anhydride was added to 3.8 g (14.9 mmol) of 2-amino-3-carboethoxy-5-ethyl-4,5,6,7-tetrahydrothieno-[3,2-c]pyridine in 40 ml of triethyl orthoformate, and the mixture was boiled under nitrogen and at reflux for 1 h. After the mixture had been decanted off from the insoluble black coating on the flask walls, it was then evaporated right down at 80° C. on a rotary evaporator. 3.5 g (94%) of crude product were isolated as a dark oil which is sufficiently pure for further reaction.

Workup

  1. temperatureat reflux for 1 h
  2. customAfter the mixture had been decanted off from the insoluble black coating on the flask walls, it
  3. customwas then evaporated right down at 80° C. on a rotary evaporator

Sources & evidence

ORD record
ord-c8ed0477ea2742c3bacbc56cc6c68854
Source dataset
uspto-grants-2002_05
Patent number
US06387912B1

Reaction notes

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