3-Methylpiperidine → 3-Chloro-5-(3-methylpiperidinosulfonyl)benzoic acid

HRID 355143Notes

Reaction equation

HRID 355143 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][NH:4][CH2:3]1.[Cl:8][C:9]1[CH:10]=[C:11]([CH:15]=[C:16]([S:18](Cl)(=[O:20])=[O:19])[CH:17]=1)[C:12]([OH:14])=[O:13]>C(Cl)Cl>[Cl:8][C:9]1[CH:10]=[C:11]([CH:15]=[C:16]([S:18]([N:4]2[CH2:5][CH2:6][CH2:7][CH:2]([CH3:1])[CH2:3]2)(=[O:20])=[O:19])[CH:17]=1)[C:12]([OH:14])=[O:13]

Participants

4

Reactant 2

HCID 790813-MethylpiperidineHCID 38612753-Chloro-5-(chlorosulfonyl)benzoic acid

Product 1

HCID 205059723-Chloro-5-(3-methylpiperidinosulfonyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The procedure of Example 43 is repeated, starting with 5 g. (0.05 mole) of 3-methylpiperidine and 2.5 g. (0.01 mole) of 3-chloro-5-chlorosulfonylbenzoic acid in 15 ml. of methylene chloride, providing 2.7 g., m.p. 177°-179° C. of the crude product. Purification is effected by recrystallization from acetone-hexane, 1.2 g., m.p. 181°-183° C.

Workup

  1. customPurification
  2. customis effected by recrystallization from acetone-hexane, 1.2 g

Sources & evidence

ORD record
ord-9bc4fc176f2c4455a743767a929aa2d9
Source dataset
uspto-grants-1983_03
Patent number
US04377521

Reaction notes

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