Methanesulfonyl chloride → HCID 13135954, compound

HRID 2290446Notes

Reaction equation

HRID 2290446 reaction equation
Cl.[N:2]1([C:8]2[CH:20]=[CH:19][C:11]([C:12]([O:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:13])=[CH:10][CH:9]=2)[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[CH3:21][S:22](Cl)(=[O:24])=[O:23]>N1C=CC=CC=1>[CH3:21][S:22]([N:5]1[CH2:4][CH2:3][N:2]([C:8]2[CH:9]=[CH:10][C:11]([C:12]([O:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:13])=[CH:19][CH:20]=2)[CH2:7][CH2:6]1)(=[O:24])=[O:23]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 20232632n-Butyl 4-(piperazin-1-yl)-benzoate hydrochloride

Product 1

HCID 13135954HCID 13135954, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a mixture of 27 g. (0.1 mole) n-butyl 4-(piperazin-1-yl)-benzoate hydrochloride and 270 ml. anhydrous pyridine are added at 5°-10° C. 11.4 g. (0.1 mole) methanesulphonyl chloride. The reaction mixture is left to stand overnight at 20° C. and then poured into 250 ml. ice water and extracted twice with methylene chloride. The extracts are dried with anhydrous sodium sulphate and evaporated in a vacuum. After trituration of the residue with ligroin, 17.1 g. (55% of theory) of the desired product are obtained as yellow crystals; m.p. 145°-150° C.

Workup

  1. additionTo a mixture of 27 g
  2. waitThe reaction mixture is left
  3. additionpoured into 250 ml
  4. extractionice water and extracted twice with methylene chloride
  5. dry with materialThe extracts are dried with anhydrous sodium sulphate
  6. customevaporated in a vacuum

Sources & evidence

ORD record
ord-03a46779aabb47b6ac699b7d67a9bb8b
Source dataset
uspto-grants-1986_10
Patent number
US04616086

Reaction notes

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