Dimethylamine → HCID 15053378, compound

HRID 2081480Notes

Reaction equation

HRID 2081480 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][NH:17][CH3:18]>O1CCCC1.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH:9]2[CH2:12][N:11]([C:13]([N:17]([CH3:18])[CH3:16])=[O:14])[CH2:10]2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 674DimethylamineHCID 150533761-Azetidinecarbonyl chloride, 3-[(4-chlorophenyl)thio]-

Product 1

HCID 15053378HCID 15053378, compoundYield 74.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2.6 g (0.01 mole) of 3-[(4-chlorophenyl) thio]-1-azetidinecarbonyl chloride in 20 ml of tetrahydrofuran was stirred while cooling in a water bath and treated with 2.5 ml (0.02 mole) of 40% dimethylamine in water. After stirring for 3 hr, the reaction mixture was diluted with 200 ml of water and the resulting product collected ny filtration (2.6 g). Recrystallization from acetone/isopropyl ether yielded 2 g (74.1%) of fine white crystals, m.p. 96°-97° C.

Workup

  1. temperaturewhile cooling in a water bath
  2. customthe resulting product collected
  3. filtrationny filtration (2.6 g)
  4. customRecrystallization from acetone/isopropyl ether

Sources & evidence

ORD record
ord-fc5fe8c49cd945f1bca7eb7b89d1577d
Source dataset
uspto-grants-1993_02
Patent number
US05183902

Reaction notes

Loading…