Methylamine → HCID 15042210, compound

HRID 2081409Notes

Reaction equation

HRID 2081409 reaction equation
Cl[C:2]([N:4]1[CH2:7][CH:6]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([Cl:15])[CH:10]=2)[CH2:5]1)=[O:3].[CH3:16][NH2:17]>O1CCCC1.O>[Cl:15][C:11]1[CH:10]=[C:9]([CH:14]=[CH:13][CH:12]=1)[O:8][CH:6]1[CH2:7][N:4]([C:2]([NH:17][CH3:16])=[O:3])[CH2:5]1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 15042230HCID 15042230, compound

Product 1

HCID 15042210HCID 15042210, compoundYield 40%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1-chlorocarbonyl-3-(3-chlorophenoxy) azetidine (0.01275 mole) in 20 ml of tetrahydrofuran was treated with 4 ml (0.05 mole) of 40% aqueous methylamine and stirred for 16 hr. The reaction mixture was diluted with water until an oil began to separate, then extracted with 3×50 ml of benzene. The combined extracts were dried over magnesium sulfate and concentrated to a solid which was recrystallized from benzene/ligoin to yield 1.2 g (40.0%) of fine white crystals, m.p. 140°-141° C.

Workup

  1. customto separate
  2. extractionextracted with 3×50 ml of benzene
  3. dry with materialThe combined extracts were dried over magnesium sulfate
  4. concentrationconcentrated to a solid which
  5. customwas recrystallized from benzene/ligoin

Sources & evidence

ORD record
ord-4a6dceeabe724632872bb8c5f13347c1
Source dataset
uspto-grants-1993_02
Patent number
US05183902

Reaction notes

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