Ethyl 2-acetylacetoacetate → HCID 67315035, compound

Reaction equation

Cl.[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([O:11][CH3:12])=[C:7]([NH:9][NH2:10])[CH:8]=1.[CH3:13][CH2:14][O:15][C:16]([CH:18]([C:22]([CH3:24])=O)[C:19]([CH3:21])=O)=[O:17]>>[CH2:14]([O:15][C:16]([C:18]1[C:19]([CH3:21])=[N:10][N:9]([C:7]2[CH:8]=[C:3]([Cl:2])[CH:4]=[CH:5][C:6]=2[O:11][CH3:12])[C:22]=1[CH3:24])=[O:17])[CH3:13]

Participants

Reactant 2

HCID 79063Ethyl 2-acetylacetoacetate

HCID 2757646(5-Chloro-2-methoxyphenyl)hydrazine hydrochloride

Product 1

HCID 67315035HCID 67315035, compoundYield 38%

Procedure

In analogy to the procedure described in Example 38A], (5-chloro-2-methoxy-phenyl)-hydrazine hydrochloride and ethyl diacetoacetate gave, after precipitation (CH2Cl2/n-pentane), the title compound in 38% yield as light brown solid. MS: 309.1 (MH+, 1 Cl).

Workup

customgave
customafter precipitation (CH2Cl2/n-pentane)

Sources & evidence

ORD record: ord-fba0c96b91604c7ab6084c4589d5815f
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07977358B2

Reaction notes

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