3,4-Dichlorophenyl isocyanate → 1(3,4-Dichlorophenyl)-3-(1-methyl-2-pyrrolidylidene)urea

HRID 2071529Notes

Reaction equation

HRID 2071529 reaction equation
Cl.[NH:2]=[C:3]1[CH2:7][CH2:6][CH2:5][N:4]1[CH3:8].[Cl:9][C:10]1[CH:11]=[C:12]([N:17]=[C:18]=[O:19])[CH:13]=[CH:14][C:15]=1[Cl:16]>C1C=CC=CC=1>[Cl:9][C:10]1[CH:11]=[C:12]([NH:17][C:18]([N:2]=[C:3]2[CH2:7][CH2:6][CH2:5][N:4]2[CH3:8])=[O:19])[CH:13]=[CH:14][C:15]=1[Cl:16]

Participants

4

Reactant 2

HCID 76073,4-Dichlorophenyl isocyanateHCID 124489671-Methylpyrrolidin-2-imine hydrochloride

Product 1

HCID 543173111(3,4-Dichlorophenyl)-3-(1-methyl-2-pyrrolidylidene)urea

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A 6.73 g. (0.05 mole) sample of 2-imino-1-methylpyrrolidine HCl is converted to free base in the usual way. To the K2CO3 -dried, benzene extracts are added a pre-filtered solution of 3,4-dichlorophenylisocyanate (9.4 g.; 0.05 mole). Almost immediately there is a separation of product. After stirring for a short time, the product is collected and recrystallized from acetone-methanol-water and finally from acetone-water to give the pure product, 1-(3,4-dichlorophenyl)-3-(1-methyl-2-pyrrolidylidene)urea. m.p. = 160°-161° C.

Workup

  1. dry with materialTo the K2CO3 -dried
  2. customa separation of product
  3. customthe product is collected
  4. customrecrystallized from acetone-methanol-water and finally from acetone-water

Sources & evidence

ORD record
ord-db974114fa474dd0853936b6fee8b885
Source dataset
uspto-grants-1977_09
Patent number
US04046909

Reaction notes

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