2,4,6-Trichlorophenyl isocyanate → HCID 54537487, compound

HRID 1973943Notes

Reaction equation

HRID 1973943 reaction equation
[NH:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[CH3:7].[Cl:8][C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[C:11]([Cl:16])[C:10]=1[N:17]=[C:18]=[O:19]>C1C=CC=CC=1>[Cl:8][C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[C:11]([Cl:16])[C:10]=1[NH:17][C:18]([N:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[CH3:7])=[O:19]

Participants

4

Reactant 2

HCID 6135742,4,6-Trichlorophenyl isocyanateHCID 124489661-Methyl-2-pyrrolidinimine

Product 1

HCID 54537487HCID 54537487, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

The hydrochloride salt of 2-imino-1-methylpyrrolidine (5.52 g., 0.041 mole) is converted to free base in benzene in the usual manner. Then 9.08 g. (0.041 mole) of 2,4,6-trichlorophenylisocyanate [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 with stirring. The reaction mixture is stirred for 2 hours and the solvent is evaporated in vacuo to give a solid residue of 1-(2,4,6-trichlorophenyl)-3-(1-methyl-2-pyrrolidylidene)urea. Recrystallizations from ethyl acetate yields the pure product, m.p. = 160°-162° C.

Workup

  1. additionis added
  2. stirringThe reaction mixture is stirred for 2 hours
  3. customthe solvent is evaporated in vacuo

Sources & evidence

ORD record
ord-44ecc106d0c94015a02f996520a41d7e
Source dataset
uspto-grants-1976_12
Patent number
US03998958

Reaction notes

Loading…