Phenyl isocyanate → HCID 13606810, compound

HRID 652743Notes

Reaction equation

HRID 652743 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:22])=[CH:7][N:8]3[C:15](=[O:16])[C:14]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:13][N:12]=[C:9]32)=[CH:4][CH:3]=1.[C:23]1([N:29]=[C:30]=[O:31])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>N1C=CC=CC=1>[C:23]1([NH:29][C:30](=[O:31])[NH:1][C:2]2[CH:11]=[C:10]3[C:5]([C:6]([CH3:22])=[CH:7][N:8]4[C:15](=[O:16])[C:14]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:13][N:12]=[C:9]43)=[CH:4][CH:3]=2)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 13606798HCID 13606798, compound

Product 1

HCID 13606810HCID 13606810, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of ethyl 10-amino-7-methyl-4-oxo-4H-pyrimido[2,1-a]isoquinoline-3-carboxylate (600 mg) in pyridine (60 ml) was added phenyl isocyanate (0.22 ml) at ice bath temperature. The reaction mixture was allowed to stir overnight at room temperature. The precipitate was collected, washed with methanol and dried. Recrystallization from dimethyl sulfoxide gave ethyl 10-(3-phenylureido)-7-methyl-4-oxo-4H-pyrimido[2,1-a]isoquinoline-3-carboxylate (0.58 g).

Workup

  1. customThe precipitate was collected
  2. washwashed with methanol
  3. customdried
  4. customRecrystallization from dimethyl sulfoxide

Sources & evidence

ORD record
ord-8f4ed41f9ee84e3cb1ed668960fc03cf
Source dataset
uspto-grants-1987_06
Patent number
US04673676

Reaction notes

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