m-Tolyl isocyanate → HCID 14880492, compound

HRID 1588839Notes

Reaction equation

HRID 1588839 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([N:8]=[C:9]=[O:10])[CH:5]=[CH:6][CH:7]=1.[NH2:11][CH2:12][C:13]([N:15]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:14]>O1CCCC1>[C:16]1([N:15]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:13](=[O:14])[CH2:12][NH:11][C:9]([NH:8][C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[CH:3]=2)=[O:10])[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 14880491HCID 14880491, compound

Product 1

HCID 14880492HCID 14880492, compoundYield 50.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

3-Methylphenyl isocyanate (0.59 g) is added at a temperature in the region of 25° C. to a solution of 2-amino-N,N-diphenylacetamide (1 g) in anhydrous tetrahydrofuran (20 cc). The suspension obtained is stirred for 4 hours at a temperature in the region of 25° C. and the insoluble product is separated by filtration. After recrystallization in acetonitrile, N,N-diphenyl-2-[3-(3-methylphenyl)ureido]acetamide (0.8 g), m.p. 240° C., is obtained.

Workup

  1. customThe suspension obtained
  2. customthe insoluble product is separated by filtration
  3. customAfter recrystallization in acetonitrile

Sources & evidence

ORD record
ord-99dafcce7cff461b9ad31f1c513ade3a
Source dataset
uspto-grants-1993_06
Patent number
US05223529

Reaction notes

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