Triethylamine → HCID 23366684, compound

HRID 1079332Notes

Reaction equation

HRID 1079332 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[S:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[CH2:10][NH:9][CH2:8][CH2:7]1.C(N(CC)CC)C>ClCCl>[CH3:1][S:2]([N:9]1[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[S:6][CH2:7][CH2:8]1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 122691062,3,4,5-Tetrahydrobenzo[f][1,4]thiazepine

Product 1

HCID 23366684HCID 23366684, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of methanesulphonyl chloride (3.3 g) in dichloromethane (15 ml) was added dropwise at room temperature to a stirred solution of 2,3,4,5-tetrahydro-1,4-benzothiazepine (4.8 g, prepared as described in the first paragraph of Example 6 above) and triethylamine (2.9 g) in dichloromethane (100 ml). The reaction mixture was stirred at room temperature for one hour, washed with water, dried and the solvent was removed by evaporation. Purification of the residue by flash chromatography using dichloromethane as eluent gave 4-methylsulphonyl-2,3,4,5-tetrahydro-1,4-benzothiazepine which was recrystallised from hexane. Yield 3 g. (m.p. 98°-100° C.).

Workup

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

Sources & evidence

ORD record
ord-5526363553fa42d1b21c703010d3da74
Source dataset
uspto-grants-1996_12
Patent number
US05580866

Reaction notes

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