Phenyl isocyanate → HCID 19754779, compound

HRID 1588853Notes

Reaction equation

HRID 1588853 reaction equation
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:10][CH2:11][C:12]([N:14]([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:13].O1CCC[CH2:29]1>>[Cl:27][C:23]1[CH:22]=[C:21]([N:14]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:12](=[O:13])[CH2:11][NH:10][C:8]([NH:7][C:1]2[CH:6]=[CH:5][CH:4]=[C:3]([CH3:29])[CH:2]=2)=[O:9])[CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 3

HCID 7672Phenyl isocyanateHCID 8028TetrahydrofuranHCID 19754774HCID 19754774, compound

Product 1

HCID 19754779HCID 19754779, compound

Conditions

Temperature
20 °C

Procedure

Phenyl isocyanate (1.06 g) is added at a temperature in the region of 20° C. to a solution of 2-amino-N-(3-chlorophenyl)-N-phenylacetamide (2 g) in anhydrous tetrahydrofuran (30 cc). The suspension obtained is stirred for 3 hours at a temperature in the region of 20° C. and then concentrated to dryness under reduced pressure (2.7 kPa) at 40° C. After recrystallization of the residue in acetonitrile, N-(3-chlorophenyl)-2-[3-(3-methylphenyl)ureido]-N-phenylacetamide (2.3 g), m.p. 184° C., is thereby obtained.

Workup

  1. customThe suspension obtained
  2. concentrationconcentrated to dryness under reduced pressure (2.7 kPa) at 40° C
  3. customAfter recrystallization of the residue in acetonitrile

Sources & evidence

ORD record
ord-c74c165ae77347a68afa5a1593c388e9
Source dataset
uspto-grants-1993_06
Patent number
US05223529

Reaction notes

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