Hydrochloric Acid → HCID 23366692, compound

HRID 1079337Notes

Reaction equation

HRID 1079337 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH3:6][C:7]1[C:12]2[CH2:13][NH:14][CH2:15][CH2:16][S:17][C:11]=2[CH:10]=[CH:9][CH:8]=1.Cl.C(N(CC)CC)C>ClCCl>[CH3:6][C:7]1[C:12]2[CH2:13][N:14]([S:2]([CH3:1])(=[O:4])=[O:3])[CH2:15][CH2:16][S:17][C:11]=2[CH:10]=[CH:9][CH:8]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 23366689HCID 23366689, compound

Product 1

HCID 23366692HCID 23366692, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of methanesulphonyl chloride (1.69 g) in dichloromethane (20 ml) was added dropwise at room temperature to a stirred solution to 6-methyl-2,3,4,5-tetrahydro-1,4-benzothiazepine (2 g, prepared in a similar manner to its hydrochloride, Example 4 above) and triethylamine (1.51 g) in dichloromethane (30 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 6-methyl-4-methylsulphonyl-2,3,4,5-tetrahydro-1,4-benzothiazepine, which was recrystallised from ethyl acetate/hexane. Yield 2.48 g (m.p. 128°-130° 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-4acc41483832466c915d071199c36e3d
Source dataset
uspto-grants-1996_12
Patent number
US05580866

Reaction notes

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