4-Bromophenyl isocyanate → HCID 54390676, compound

HRID 2071494Notes

Reaction equation

HRID 2071494 reaction equation
[NH:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[CH3:7].[Br:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]=[C:16]=[O:17])=[CH:11][CH:10]=1>C1C=CC=CC=1>[Br:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]([N:1]=[C:2]2[CH2:6][CH2:5][CH2:4][N:3]2[CH3:7])=[O:17])=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 756094-Bromophenyl isocyanateHCID 124489661-Methyl-2-pyrrolidinimine

Product 1

HCID 54390676HCID 54390676, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To 4.9 grams (0.05 mole) of 2-imino-1-methylpyrrolidine in anhydrous benzene is added, dropwise with stirring, 9.9 g. (0.05 mole) of p-bromophenylisocyanate dissolved in anhydrous benzene. Solid material forms as the reaction mixture is stirred at room temperature overnight. This solid, 1-p-bromophenyl-3-(1-methyl-2-pyrrolidylidene)urea, is collected, (m.p. = 135°-137° C). A second cup (m.p. = 134°-136° C) is also obtained from the mother liquor. The two crops are combined and recrystallized from isopropanol-ether to give pure 1-p-bromophenyl-3-(1-methyl-2-pyrrolidylidene)urea, m.p. = 136°-138° C.

Workup

  1. stirringSolid material forms as the reaction mixture is stirred at room temperature overnight
  2. customThis solid, 1-p-bromophenyl-3-(1-methyl-2-pyrrolidylidene)urea, is collected
  3. customA second cup (m.p. = 134°-136° C) is also obtained from the mother liquor
  4. customrecrystallized from isopropanol-ether

Sources & evidence

ORD record
ord-a1c9d72bb40e4e9c94a6c2997003c205
Source dataset
uspto-grants-1977_09
Patent number
US04046909

Reaction notes

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