Chlorophenyl isocyanate → HCID 67305795, compound

HRID 404124Notes

Reaction equation

HRID 404124 reaction equation
COC1C=C(OC)C=CC=1C([NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:15]=[C:16]3[C:20](=[CH:21][CH:22]=2)[C:19](=[O:23])[N:18]([CH:24]([CH:29]([CH3:31])[CH3:30])[C:25]([O:27][CH3:28])=[O:26])[C:17]3=[O:32])=[CH:10][CH:9]=1)=O.[Cl:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][C:41]=1[N:46]=[C:47]=[O:48]>O1CCCC1>[Cl:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][C:41]=1[NH:46][C:47](=[O:48])[NH:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]2[CH:15]=[C:16]3[C:20](=[CH:21][CH:22]=2)[C:19](=[O:23])[N:18]([CH:24]([CH:29]([CH3:30])[CH3:31])[C:25]([O:27][CH3:28])=[O:26])[C:17]3=[O:32])=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 76833Chlorophenyl isocyanateHCID 67306781HCID 67306781, compound

Product 1

HCID 67305795HCID 67305795, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The compound of example 665 (100 mg. 0.284 mmol) was dissolved in tetrahydrofuran (10 mL) and to this solution, 2-chloro phenylisocyanate (65 mg. 0.426 mmol) was added. The reaction mixture was stirred at room temperature for 24 h. The solvent was removed completely to obtain a residue which was purified by column chromatography (silicagel, 30% ethyl acetate in chloroform) to afford the title compound.

Workup

  1. additionwas added
  2. customThe solvent was removed completely
  3. customto obtain a residue which
  4. customwas purified by column chromatography (silicagel, 30% ethyl acetate in chloroform)

Sources & evidence

ORD record
ord-6fe24987d2304d1fbb96317f0f372d72
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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