Phenyl isocyanate → HCID 14156418, compound

HRID 1253325Notes

Reaction equation

HRID 1253325 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.[C:32]1([N:38]=[C:39]=[O:40])[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>C(Cl)Cl>[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:27]=[CH:28][CH:29]=[CH:30][CH:31]=4)[N:25]=3)[C:8]([CH2:12][CH2:13][N:14]([C:15]3[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=3)[C:39]([NH:38][C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[O:40])=[N:9][C:10]=2[CH:11]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 132006WY 48989

Product 1

HCID 14156418HCID 14156418, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 100 mg (0.24 mmol) of the compound of Example 1, 150 mg (1.26 mmol) of phenylisocyanate, and 8 ml of methylene chloride is stirred at ambient temperature for four days. The resulting precipitate is collected and triturated with ether to afford 88 mg (68%) of title compound: IR (KBr) 3440, 2240, 1670, 1605, 1520, 1510, and 1440 cm-1 ; NMR (DMSO-d6) δ 9.56 (s, 1H), 8.72 (s, 1H, exchangeable), 8.48-6.96 (complex m, 17H), 4.46 (t, 2H), and 3.5 (t, 2H).

Workup

  1. customThe resulting precipitate is collected
  2. customtriturated with ether

Sources & evidence

ORD record
ord-c457523075a24d789e1e75517f757618
Source dataset
uspto-grants-1988_05
Patent number
US04748246

Reaction notes

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