Trifluoroacetic anhydride → HCID 22914601, compound

HRID 1378126Notes

Reaction equation

HRID 1378126 reaction equation
FC(F)(F)C(OC(=O)C(F)(F)F)=O.[CH3:14][N:15]1[C:21](=[O:22])[C:20]2[CH:23]=[CH:24][S:25][C:19]=2[N:18]2[CH:26]=[N:27][C:28]([C:29]([NH2:31])=O)=[C:17]2[CH2:16]1>O1CCOCC1.N1C=CC=CC=1>[CH3:14][N:15]1[C:21](=[O:22])[C:20]2[CH:23]=[CH:24][S:25][C:19]=2[N:18]2[CH:26]=[N:27][C:28]([C:29]#[N:31])=[C:17]2[CH2:16]1

Participants

5

Reactant 2

HCID 9845Trifluoroacetic anhydrideHCID 22914318HCID 22914318, compound

Product 1

HCID 22914601HCID 22914601, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 312751,4-DioxaneSolvent

Procedure

8.7 ml (62.9 mmol) of trifluoroacetic anhydride were added dropwise at 5°-8° to a suspension of 15 g (57.2 mmol) of 5-methyl-4-oxo-5,6-dihydro-4H-imidazo[1,5-a]thieno[3,2-f][1,4]diazepine-7-carboxamide in 80 ml of dioxan and 20 ml of pyridine. The beige solution obtained was stirred at 50° for 2.5 hours and subsequently poured into 220 ml of ice-water. The resulting precipitate was filtered off. After drying at 70°/10 Torr there were obtained 12.70 g (91%) of 5-methyl-4-oxo-5,6-dihydro-4H-imidazo[1,5-a]thieno[3,2-f][1,4]diazepine-7-carbonitrile as a white powder of m.p. 197°-200°.

Workup

  1. customThe beige solution obtained
  2. filtrationThe resulting precipitate was filtered off
  3. customAfter drying at 70°/10 Torr there

Sources & evidence

ORD record
ord-125c9b6e30244d319566bd59d9a8b1a7
Source dataset
uspto-grants-1997_09
Patent number
US05665718

Reaction notes

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