Acryloyl chloride → 1-(7-Methoxy-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)prop-2-en-1-one

HRID 36563Notes

Reaction equation

HRID 36563 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:12][CH2:11][CH2:10][NH:9][CH2:8][C:7]=2[CH:13]=1.[C:14](Cl)(=[O:17])[CH:15]=[CH2:16]>C(N(CC)CC)C>[C:14]([N:9]1[CH2:8][C:7]2[CH:13]=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][C:6]=2[S:12][CH2:11][CH2:10]1)(=[O:17])[CH:15]=[CH2:16]

Participants

4

Reactant 2

HCID 13140Acryloyl chlorideHCID 118056287-Methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine

Product 1

HCID 113910241-(7-Methoxy-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)prop-2-en-1-oneYield 83%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

7-Methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine (10.0 g) (refer to preparation examples 1 to 6 as mentioned below), triethylamine (10.2 g) and acryloyl chloride (6.9 g) were reacted in the same manner as in Experimental Example 1 to give 4-acryloyl-7-methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine (10.6 g).

Sources & evidence

ORD record
ord-1b2d35c60b474b09b20d181d46617d4d
Source dataset
uspto-grants-1995_05
Patent number
US05416066

Reaction notes

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