Acetic Anhydride → HCID 21442717, compound

HRID 328620Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([CH2:18][CH3:19])[S:17][C:13]=2[N:12]2[N:20]=[C:21]([C:23]([NH2:25])=[O:24])[N:22]=[C:11]2[CH2:10][N+:9]=1[O-].[C:27]([O:30]C(=O)C)(=[O:29])[CH3:28]>>[C:27]([O:30][CH:10]1[N:9]=[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])[C:14]2[CH:15]=[C:16]([CH2:18][CH3:19])[S:17][C:13]=2[N:12]2[N:20]=[C:21]([C:23]([NH2:25])=[O:24])[N:22]=[C:11]12)(=[O:29])[CH3:28]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 21442729HCID 21442729, compound

Product 1

HCID 21442717HCID 21442717, compound

Procedure

A mixture of 1.2 g. of 6--(2-chlorophenyl)-8-ethyl-4H-thieno[3,2-f]-s-triazolo[1,5-a][1,4]diazepine-2-carboxamide-5-oxide and 20 ml. of acetic anhydride is heated at 90° to 95° C. for 50 minutes, and then the solvent is evaporated. The residue is washed with ether to give 4-acetoxy-6-(2-chlorophenyl)-8-ethyl-4H-thieno[3,2-f]-s-triazolo[1,5-a][1,4]diazepine-2-carboxamide as crystals. Recrystallization from ethyl acetate gives colorless prisms melting at 168° to 170° C.

Workup

additionA mixture of 1.2 g
customthe solvent is evaporated
washThe residue is washed with ether

Sources & evidence

ORD record: ord-cc0da7effdcc4d2f90ddec6abc358b1a
Source dataset: uspto-grants-1977_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04017620

Reaction notes

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