Hydrochloric Acid → HCID 23366688, compound

HRID 1079330Notes

Reaction equation

HRID 1079330 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:10][C:11]1[C:16]2[CH2:17][NH:18][CH2:19][CH2:20][S:21][C:15]=2[CH:14]=[CH:13][CH:12]=1.Cl.C(N(CC)CC)C>ClCCl>[C:1]([N:18]1[CH2:17][C:16]2[C:11]([Cl:10])=[CH:12][CH:13]=[CH:14][C:15]=2[S:21][CH2:20][CH2:19]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 101981056-Chloro-2,3,4,5-tetrahydro-1,4-benzothiazepine

Product 1

HCID 23366688HCID 23366688, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of benzoyl chloride (3.93 g) in dichloromethane (50 ml) was added dropwise at room temperature to a stirred solution of 6-chloro-2,3,4,5-tetrahydro-1,4-benzothiazepine (4.5 g, prepared in a similar manner to its hydrochloride, Example 1 above) and triethylamine (2.82 g) in dichloromethane (100 ml). The reaction mixture was stirred at room temperature for 15 minutes, washed with water, dried and the solvent was removed by evaporation. Purification of the residue by flash chromatography using dichloromethane as eluent gave 4-benzoyl-6-chloro-2,3,4,5-tetrahydro-1,4-benzothiazepine, which was recrystallised from ethanol/water. Yield 5.93 g (m.p. 64°-72° C.).

Workup

  1. washwashed with water
  2. customdried
  3. customthe solvent was removed by evaporation
  4. customPurification of the residue by flash chromatography

Sources & evidence

ORD record
ord-ff28362591514933a5e024a938fcfce8
Source dataset
uspto-grants-1996_12
Patent number
US05580866

Reaction notes

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