Methylamine → HCID 15053379, compound

HRID 2081481Notes

Reaction equation

HRID 2081481 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.[CH3:16][NH2:17]>O1CCCC1.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH:9]2[CH2:12][N:11]([C:13]([NH:17][CH3:16])=[O:14])[CH2:10]2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 150533761-Azetidinecarbonyl chloride, 3-[(4-chlorophenyl)thio]-

Product 1

HCID 15053379HCID 15053379, compoundYield 93.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 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 cooled in a water bath and treated with 2 ml (0.02 mole) of 40% methylamine in water. After 3 hr, the reaction mixture was diluted with 200 ml of water and the precipitated product collected by filtration (2.6 g). Recrystallization from benzene/methanol yielded 2.4 g (93.8%) of fine white crystals, m.p. 161°-162° C.

Workup

  1. filtrationthe precipitated product collected by filtration (2.6 g)
  2. customRecrystallization from benzene/methanol

Sources & evidence

ORD record
ord-c36e572f354543d48f0bcedef7fe7591
Source dataset
uspto-grants-1993_02
Patent number
US05183902

Reaction notes

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