4-Chlorophenyl Isocyanate → HCID 2804810, compound

HRID 482904Notes

Reaction equation

HRID 482904 reaction equation
[N:1]1([CH2:6][CH2:7][CH2:8][NH2:9])[CH:5]=[CH:4][N:3]=[CH:2]1.O1CCCC1.[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]=[C:23]=[O:24])=[CH:18][CH:17]=1>C1(C)C=CC=CC=1>[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:23]([NH:9][CH2:8][CH2:7][CH2:6][N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)=[O:24])=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 76934-Chlorophenyl IsocyanateHCID 8028TetrahydrofuranHCID 787361H-Imidazole-1-propanamine

Product 1

HCID 2804810HCID 2804810, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A 2.5 g. portion of 1H-imidazole-1-propanamine was added to 20 ml. of toluene and then 7 ml. of tetrahydrofuran was added to produce solution. A solution of 3.1 g. of distilled p-chlorophenyl isocyanate in 20 ml. of toluene was added, the mixture was stirred overnight and then evaporated to a waxy solid. This solid was triturated with ether and the resulting crystals recrystallized from chilled acetone, giving 2.3 g. of the desired product as colorless crystals, mp. 123°-125° C.

Workup

  1. customto produce solution
  2. customevaporated to a waxy solid
  3. customThis solid was triturated with ether
  4. customthe resulting crystals recrystallized
  5. temperaturefrom chilled acetone
  6. customgiving 2.3 g

Sources & evidence

ORD record
ord-b838798ffb0e490c938dacd447273929
Source dataset
uspto-grants-1986_03
Patent number
US04576957

Reaction notes

Loading…