Chlorophenyl isocyanate → HCID 13580008, compound

HRID 482906Notes

Reaction equation

HRID 482906 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]=[C:9]=[O:10].[N:11]1([CH2:16][CH2:17][CH2:18][CH2:19][NH2:20])[CH:15]=[CH:14][N:13]=[CH:12]1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([NH:20][CH2:19][CH2:18][CH2:17][CH2:16][N:11]1[CH:15]=[CH:14][N:13]=[CH:12]1)=[O:10]

Participants

4

Reactant 2

HCID 76833Chlorophenyl isocyanateHCID 43794804-(1H-imidazol-1-yl)butan-1-amine

Product 1

HCID 13580008HCID 13580008, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A solution of 2.30 g. of o-chlorophenyl isocyanate in 30 ml. of toluene was added with stirring to a solution of 2.09 g. of 1H-imidazole-1-butanamine in 20 ml. of toluene and the mixture was allowed to stir overnight and them evaporates to a crystalline residue. The crystals were dissolved in methylene chloride and purified by HPLC (silica gel column, eluted with 10% ethanol/ethyl acetate) to obtain the desired compound, mp. 87°-88° C.

Workup

  1. stirringto stir overnight
  2. customthem evaporates to a crystalline residue
  3. dissolutionThe crystals were dissolved in methylene chloride
  4. custompurified by HPLC (silica gel column, eluted with 10% ethanol/ethyl acetate)

Sources & evidence

ORD record
ord-96b1d7cff994462ba8a25345dc491cdf
Source dataset
uspto-grants-1986_03
Patent number
US04576957

Reaction notes

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