Acetic Anhydride → HCID 19106465, compound

HRID 1197429Notes

Reaction equation

HRID 1197429 reaction equation
[S:1]([C:5]1[S:14][C:13]2[S:12](=[O:16])(=[O:15])[CH2:11][CH2:10][NH:9][CH2:8][C:7]=2[CH:6]=1)(=[O:4])(=[O:3])[NH2:2].[C:17](OC(=O)C)(=[O:19])[CH3:18].C(N(CC)CC)C>C(#N)C.O1CCCC1>[C:17]([N:9]1[CH2:8][C:7]2[CH:6]=[C:5]([S:1](=[O:4])(=[O:3])[NH2:2])[S:14][C:13]=2[S:12](=[O:15])(=[O:16])[CH2:11][CH2:10]1)(=[O:19])[CH3:18]

Participants

6

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 9925768HCID 9925768, compound

Product 1

HCID 19106465HCID 19106465, compoundYield 90.7%

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 7-sulfamoyl-2,3,4,5-tetrahydrothieno[3,2-f]-1,4-thiazepin-1,1-dioxide (240 mg, 0.85 mmole) in acetonitrile (5 mL) and tetrahydrofuran (5 mL) containing acetic anhydride (100 mg, 0.94 mmol) and triethylamine (0.17 mL, 1.22 mmol) was stirred at ambient temperature for 1.5 hours. The solvents were evaporated and the residue chromatographed on silica gel. Elution with 10% methanol-methylene chloride gave 250 mg (77%) of the title compound. This material was used as is.

Workup

  1. customThe solvents were evaporated
  2. customthe residue chromatographed on silica gel
  3. washElution with 10% methanol-methylene chloride

Sources & evidence

ORD record
ord-ece614b61ed14fbc92334cbf2cce9f33
Source dataset
uspto-grants-1994_01
Patent number
US05276025

Reaction notes

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