Acetic Anhydride → HCID 70453272, compound

HRID 1285347Notes

Reaction equation

HRID 1285347 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([C@H:10]2[C@@H:16]([OH:17])[C:15](=[O:18])[N:14]([CH2:19][CH2:20][N:21]([CH3:23])[CH3:22])[C:13]3[CH:24]=[CH:25][C:26]([Cl:28])=[CH:27][C:12]=3[S:11]2)=[CH:6][CH:5]=1.[C:29](OC(=O)C)(=[O:31])[CH3:30]>C(O)(=O)C>[ClH:28].[CH3:2][O:3][C:4]1[CH:5]=[CH:6][C:7]([C@H:10]2[C@@H:16]([O:17][C:29](=[O:31])[CH3:30])[C:15](=[O:18])[N:14]([CH2:19][CH2:20][N:21]([CH3:23])[CH3:22])[C:13]3[CH:24]=[CH:25][C:26]([Cl:28])=[CH:27][C:12]=3[S:11]2)=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 70510120HCID 70510120, compound

Product 1

HCID 70453272HCID 70453272, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 1 g of (±)-cis-2-(4-methoxyphenyl)-3-hydroxy-5-[2-(dimethylamino)ethyl]-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one hydrochloride, 2 ml of acetic anhydride and 2 ml of acetic acid is stirred at 110° C. for 4 hours. Then, the reaction mixture is evaporated under reduced pressure to remove solvent. Ether is added to the residue, and the precipitated crystals are collected by filtration. 1.08 g of (±)-cis-2-(4-methoxyphenyl)-3-acetoxy-5-[2-(dimethylamino)ethyl]-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one hydrochloride are thereby obtained. Recrystallization of the product from a mixture of chloroform, ethanol and ether gives crystals (needles) melting at 159°-161° C.

Workup

  1. customThen, the reaction mixture is evaporated under reduced pressure
  2. customto remove solvent
  3. additionEther is added to the residue
  4. filtrationthe precipitated crystals are collected by filtration

Sources & evidence

ORD record
ord-2e919370d0514681af72c645cbf41341
Source dataset
uspto-grants-1986_01
Patent number
US04567175

Reaction notes

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