3-Bromophenyl isocyanate → HCID 3039368, compound

HRID 1973944Notes

Reaction equation

HRID 1973944 reaction equation
[NH:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[CH3:7].[Br:8][C:9]1[CH:10]=[C:11]([N:15]=[C:16]=[O:17])[CH:12]=[CH:13][CH:14]=1>C1C=CC=CC=1>[Br:8][C:9]1[CH:10]=[C:11]([NH:15][C:16]([N:1]=[C:2]2[CH2:6][CH2:5][CH2:4][N:3]2[CH3:7])=[O:17])[CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 1410013-Bromophenyl isocyanateHCID 124489661-Methyl-2-pyrrolidinimine

Product 1

HCID 3039368HCID 3039368, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

The hydrochloride salt of 2-imino-1-methylpyrrolidine is converted to the free base (4.9 g.; 0.05 mole) in benzene in the usual manner. Then 9.9 g. (0.05 mole) of m-bromophenylisocyanate [made according to the method of K. Inukai and Y. Maki, Kogyo Kagaku Zasshi, 70 (4), 491-4 (1967)] dissolved in anhydrous benzene is added. The reaction mixture is stirred at room temperature for 11/2 hours and the solvent then evaporated in vacuo to give a solid redisue of 1-(3-bromophenyl)-3 -(1-methyl-2-pyrrolidylidene)urea. Recrystallizations from ethyl acetate yields the pure product, m.p. = 138°-149° C.

Workup

  1. additionis added
  2. customthe solvent then evaporated in vacuo

Sources & evidence

ORD record
ord-c603e5718257401fb5996e1424234edd
Source dataset
uspto-grants-1976_12
Patent number
US03998958

Reaction notes

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