Methyl Isocyanate → 3-[3-(Aminocarbonyl)phenoxy]-N-methyl-1-azetidinecarboxamide

HRID 903134Notes

Reaction equation

HRID 903134 reaction equation
[NH:1]1[CH2:4][CH:3]([O:5][C:6]2[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=2)[C:9]([NH2:11])=[O:10])[CH2:2]1.[CH3:15][N:16]=[C:17]=[O:18]>C1C=CC=CC=1>[CH3:15][NH:16][C:17]([N:1]1[CH2:4][CH:3]([O:5][C:6]2[CH:14]=[CH:13][CH:12]=[C:8]([C:9]([NH2:11])=[O:10])[CH:7]=2)[CH2:2]1)=[O:18]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 128125073-(3-Azetidinyloxy)benzamide

Product 1

HCID 134201683-[3-(Aminocarbonyl)phenoxy]-N-methyl-1-azetidinecarboxamide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a stirring solution of 7.0 g. (0.036 mole) of 3-(3-azetidinyloxy)benzamide in 75 ml. of dry benzene was slowly added 2.0 g. (0.036 mole) of methylisocyanate. Stirring was continued at room temperature for one hour. The solid which separated was filtered and recrystallized from 60% ethanol. The product weighed 6.0 g. (67%) and melted at 238°-240° C.

Workup

  1. customThe solid which separated
  2. filtrationwas filtered
  3. customrecrystallized from 60% ethanol

Sources & evidence

ORD record
ord-ef6347e3bf174c59a1cc80fab2a4d170
Source dataset
uspto-grants-1980_10
Patent number
US04226861

Reaction notes

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