3-Methoxyphenyl isocyanate → HCID 3039362, compound

HRID 1973933Notes

Reaction equation

HRID 1973933 reaction equation
[NH:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[CH3:7].[CH3:8][O:9][C:10]1[CH:11]=[C:12]([N:16]=[C:17]=[O:18])[CH:13]=[CH:14][CH:15]=1>>[CH3:8][O:9][C:10]1[CH:11]=[C:12]([NH:16][C:17]([N:1]=[C:2]2[CH2:6][CH2:5][CH2:4][N:3]2[CH3:7])=[O:18])[CH:13]=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 878433-Methoxyphenyl isocyanateHCID 124489661-Methyl-2-pyrrolidinimine

Product 1

HCID 3039362HCID 3039362, compound

Procedure

Conversion of the hydrochloride salt of 2-imino-1-methylpyrrolidine (6.73 g.; 0.05 mole) to the free base (4.9 g. assuming 100% conversion) is carried out in the usual manner. After drying over K2CO3, the benzene layer is stirred at room temperature and 7.45 g. (0.05 mole) of m-methoxyphenylisocyanate is added. The reaction mixture is stirred overnight and then taken to dryness in vacuo to give a white solid residue of 1-m-methoxyphenyl-3-(1-methyl-2-pyrrolidylidene)urea, m.p. = 123°-125° C. Recrystallizations from acetone affords the pure product, m.p. = 128°-129.5° C.

Workup

  1. dry with materialAfter drying over K2CO3
  2. stirringThe reaction mixture is stirred overnight

Sources & evidence

ORD record
ord-9bdba93e27004e228154a6c3dbf821b6
Source dataset
uspto-grants-1976_12
Patent number
US03998958

Reaction notes

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