m-Tolyl isocyanate → HCID 15670988, compound

HRID 2259965Notes

Reaction equation

HRID 2259965 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]([N:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:17][CH2:16][CH2:15]1)=[O:13])=[O:4].[CH3:32][C:33]1[CH:34]=[C:35]([N:39]=[C:40]=[O:41])[CH:36]=[CH:37][CH:38]=1>C(OCC)(=O)C>[CH3:32][C:33]1[CH:34]=[C:35]([NH:39][C:40](=[O:41])[NH:1][CH2:2][C:3]([N:5]([CH2:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[C:12]([N:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH2:17][CH2:16][CH2:15]2)=[O:13])=[O:4])[CH:36]=[CH:37][CH:38]=1

Participants

4

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 19001974HCID 19001974, compound

Product 1

HCID 15670988HCID 15670988, compoundYield 45.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Using a procedure similar to that described in Example 27, but starting with tert-butyl 2-{2-amino-N-[2-(1,2,3,4-tetrahydro-1-quinolyl)carbonylphenyl]acetamido}acetate (2 g) and 3-methylphenyl isocyanate (0.63 g), and after recrysallisation in ethyl acetate, tert-butyl 2-{2-[3-(3-methylphenyl)ureido]-N-[2-(1,2,3,4-tetrahydro-1-quinolyl)carbonylphenyl]acetamido}acetate (1.2 g), m.p. 160° C., is obtained.

Sources & evidence

ORD record
ord-d9dce39664ce4dce8bac68c4047410a4
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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