Hydrochloric Acid → HCID 23366681, compound

HRID 1079336Notes

Reaction equation

HRID 1079336 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[F: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>[F: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 10130247HCID 10130247, compound

Product 1

HCID 23366681HCID 23366681, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of methanesulphonyl chloride (1.83 g) in dichloromethane (30 ml) was added dropwise at room temperature to a stirred solution of 6-fluoro-2,3,4,5-tetrahydro-1,4-benzothiazepine (2.65 g, prepared in a similar manner to its hydrochloride, Example 3 above) and triethylamine (1.6 g) in dichloromethane (60 ml). The reaction mixture was stirred at room temperature for 20 minutes, washed with water, dried and the solvent was removed by evaporation. Purification of the residue by flash chromatography using dichloromethane as eluent gave 6-fluoro-4-methylsulphonyl-2,3,4,5-tetrahydro-1,4-benzothiazepine, which was recrystallised from hexane. Yield 3.3 g (m.p. 115°-117° 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-2af09b7658cf4699801752e4b4f7c52e
Source dataset
uspto-grants-1996_12
Patent number
US05580866

Reaction notes

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