Hydrochloric Acid → Ethyl 1,2,3,4-tetrahydro-4-(2-(p-methoxybenzylthio)-5-nitrophenyl)-6-methyl-2-oxo-5-pyrimidine carboxylate

HRID 64592Notes

Reaction equation

HRID 64592 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([S:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[C:8]([CH:11]=1)[CH:9]=O)([O-:3])=[O:2].[NH2:22][C:23]([NH2:25])=[O:24].[C:26]([O:32][CH2:33][CH3:34])(=[O:31])[CH2:27][C:28]([CH3:30])=O.Cl>C(O)C>[CH3:21][O:20][C:17]1[CH:18]=[CH:19][C:14]([CH2:13][S:12][C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:11][C:8]=2[CH:9]2[C:27]([C:26]([O:32][CH2:33][CH3:34])=[O:31])=[C:28]([CH3:30])[NH:25][C:23](=[O:24])[NH:22]2)=[CH:15][CH:16]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1176UreaHCID 8868Ethyl AcetoacetateHCID 13567319HCID 13567319, compound

Product 1

HCID 20236391Ethyl 1,2,3,4-tetrahydro-4-(2-(p-methoxybenzylthio)-5-nitrophenyl)-6-methyl-2-oxo-5-pyrimidine carboxylate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mxiture of 5-nitro-2-(p-methoxybenzylthio)benzaldehyde (1.0 mmol), urea (1.5 mmol) and ethyl acetoacetate (1.5 mmol) in ethanol (2 ml) is heated with a catalytic amount of hydrochloric acid to yield the compound 2a.

Sources & evidence

ORD record
ord-a62a69bf50ea43c2a2ccbb9a1b6318da
Source dataset
uspto-grants-1986_09
Patent number
US04609494

Reaction notes

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