Ammonium Hydroxide → HCID 15053377, compound

HRID 2081479Notes

Reaction equation

HRID 2081479 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH:9]2[CH2:12][N:11]([C:13](Cl)=[O:14])[CH2:10]2)=[CH:4][CH:3]=1.[OH-].[NH4+:17]>O1CCCC1.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH:9]2[CH2:12][N:11]([C:13]([NH2:17])=[O:14])[CH2:10]2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 150533761-Azetidinecarbonyl chloride, 3-[(4-chlorophenyl)thio]-

Product 1

HCID 15053377HCID 15053377, compoundYield 83.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A stirred solution of 2.6 g (0.01 mole) of 3-[(4-chlorophenyl)thio]-1-azetidinecarbonyl chloride in 20 ml of tetrahydrofuran was treated with 2 ml (0.02 mole) of 57% ammonium hydroxide. The slightly exothermic reaction mixture was stirred for 3 hr as it cooled to ambient temperature then diluted with 200 ml of water. The precipitated product was collected by filtration (2.4 g) and recrystallized from absolute ethanol to yield 2 g (83.3%) of fine white crystals, m.p. 210°-212° C.

Workup

  1. filtrationThe precipitated product was collected by filtration (2.4 g)
  2. customrecrystallized from absolute ethanol

Sources & evidence

ORD record
ord-1a1cd09fa7cd46488bd473432d1df106
Source dataset
uspto-grants-1993_02
Patent number
US05183902

Reaction notes

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