Acetic Anhydride → HCID 54312022, compound

HRID 1935457Notes

Reaction equation

HRID 1935457 reaction equation
[C:1]([O:4][C:5](=O)C)(=O)[CH3:2].[NH2:8][C:9]1[S:18][C:12]2[CH2:13][N:14]([CH3:17])[CH2:15][CH2:16][C:11]=2[C:10]=1[C:19]([O:21][CH2:22][CH3:23])=[O:20]>C(OCC)(OCC)OCC>[CH2:1]([O:4][CH:5]=[N:8][C:9]1[S:18][C:12]2[CH2:13][N:14]([CH3:17])[CH2:15][CH2:16][C:11]=2[C:10]=1[C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 207319ethyl 2-amino-6-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate

Product 1

HCID 54312022HCID 54312022, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 31214Ethyl orthoformateSolvent

Procedure

3.2 ml of acetic anhydride were added to 40.0 g (167 mmol) of 5 2-amino-3-carboethoxy-6-methyl-4,5,6,7-tetrahydrothieno-[2,3-c]pyridine in 250 ml of triethyl orthoformate and the mixture was boiled under nitrogen and at reflux for 3 h. After that, the mixture was evaporated right down at 80° C. on a rotary evaporator. 48.0 g (97%) of crude product were isolated as a dark oil, which is sufficiently pure for further reaction.

Workup

  1. temperatureat reflux for 3 h
  2. customAfter that, the mixture was evaporated right down at 80° C. on a rotary evaporator

Sources & evidence

ORD record
ord-c9ed9e74f02f4561a006b721d6a72a68
Source dataset
uspto-grants-2002_05
Patent number
US06387912B1

Reaction notes

Loading…