4-Chlorophenyl Isocyanate → HCID 14156419, compound

HRID 1253326Notes

Reaction equation

HRID 1253326 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6]3[C:7](=[CH:23][N:24]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[N:25]=3)[C:8]([CH2:12][CH2:13][NH:14][C:15]3[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=3)=[N:9][C:10]=2[CH:11]=1.[Cl:32][C:33]1[CH:38]=[CH:37][C:36]([N:39]=[C:40]=[O:41])=[CH:35][CH:34]=1>C(Cl)Cl>[Cl:32][C:33]1[CH:38]=[CH:37][C:36]([NH:39][C:40](=[O:41])[N:14]([CH2:13][CH2:12][C:8]2[C:7]3=[CH:23][N:24]([C:26]4[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=4)[N:25]=[C:6]3[C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:11][C:10]=3[N:9]=2)[C:15]2[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=2)=[CH:35][CH:34]=1

Participants

4

Reactant 2

HCID 76934-Chlorophenyl IsocyanateHCID 132006WY 48989

Product 1

HCID 14156419HCID 14156419, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 150 mg (0.35 mmol) of the compound of Example 1, 100 mg (0.65 mmol) of p-chlorophenylisocyanate, and 10 ml of methylene chloride is stirred at ambient temperature overnight. The resulting precipitate is collected to furnish 121 mg (60%) of title compound: IR (KBr) 3360, 2220, 1660, 1590, 1520, 1500, 1490 cm-1 ; NMR (DMSO-d6) δ 9.56 (s, 1H), 8.8 (s, 1H, exchangeable), 8.8-7.26 (complex m, 16H), 4.45 (t, 2H), and 3.5 (t, 2H).

Workup

  1. customThe resulting precipitate is collected

Sources & evidence

ORD record
ord-b6963be2a889489790c49b967d67a287
Source dataset
uspto-grants-1988_05
Patent number
US04748246

Reaction notes

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