Ethyl chloroformate → HCID 67582718, compound

HRID 1636339Notes

Reaction equation

[CH3:1][C:2]1[CH2:3][C:4](=[O:14])[N:5]([C:7]2[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=2)[N:6]=1.[CH2:15]([O:17][C:18](Cl)=[O:19])[CH3:16]>>[CH2:15]([O:17][C:18](=[O:19])[NH:13][C:10]1[CH:11]=[CH:12][C:7]([N:5]2[C:4](=[O:14])[CH2:3][C:2]([CH3:1])=[N:6]2)=[CH:8][CH:9]=1)[CH3:16]

Participants

Reactant 2

HCID 10928Ethyl chloroformate

HCID 808152-(4-Aminophenyl)-2,4-dihydro-5-methyl-3H-pyrazol-3-one

Product 1

HCID 67582718HCID 67582718, compound

Procedure

From the reaction of 5-methyl-2-(4-aminophenyl)-2,4-dihydro-pyrazol-3-one and ethylchloroformate (per the reaction in Example 11) yields N-(4-(4,5-dihydro-3-methyl-5-oxo-1H-pyrazol-1-yl)-phenyl-carbamic acid ethyl ester. Subsequent reaction with 2-methoxyaniline yields N-(4-(4,5-dihydro-4-(2-methoxyanilinomethylene)-3-methyl-5-oxo-1H-pyrazol-1-yl)-phenyl)-carbamic acid ethyl ester, Mp: 212° C.

Workup

customper the reaction in Example 11)

Sources & evidence

ORD record: ord-6db35c89f627472ca55d8c443bcfe731
Source dataset: uspto-grants-2000_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06034099

Reaction notes

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