Hydrochloric Acid → HCID 53866844, compound

HRID 1730600Notes

Reaction equation

HRID 1730600 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([S:11]([N:14]2[CH2:19][C@H:18]([CH3:20])[CH2:17][C@H:16]([CH3:21])[CH2:15]2)(=[O:13])=[O:12])=[CH:7][C:3]=1[C:4](Cl)=[O:5].[NH2:22][CH2:23][C:24]([OH:26])=[O:25].[OH-].[Na+].Cl>CC(C)=O.O>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([S:11]([N:14]2[CH2:19][C@H:18]([CH3:20])[CH2:17][C@H:16]([CH3:21])[CH2:15]2)(=[O:13])=[O:12])=[CH:7][C:3]=1[C:4]([NH:22][CH2:23][C:24]([OH:26])=[O:25])=[O:5]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 750GlycineHCID 14798Sodium HydroxideHCID 54288570HCID 54288570, compound

Product 1

HCID 53866844HCID 53866844, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

2-Chloro-5-(cis-3,5-dimethylpiperidinosulfonyl)benzoyl chloride (2.4 g.) and glycine (525 mg.) are dissolved in 30 ml. of water, 30 ml. of acetone and 14 ml of 1N sodium hydroxide. After stirring at room temperature for about 25 minutes, the reaction mixture is acidified with concentrated hydrochloric acid. The precipitated material is recrystallized from acetone (25 ml.)-hexane (40 ml.) to yield the product, m.p. 189.5°-191.5° C.

Workup

  1. customThe precipitated material is recrystallized from acetone (25 ml.)-hexane (40 ml.)
  2. customto yield the product, m.p. 189.5°-191.5° C.

Sources & evidence

ORD record
ord-2a0933f70f274a56a3c44b738547d64d
Source dataset
uspto-grants-1976_11
Patent number
US03992441

Reaction notes

Loading…