Glyoxal, phenyl-, hydrate → HCID 53772844, compound

HRID 1105627Notes

Reaction equation

HRID 1105627 reaction equation
O.[C:2]1([C:8]([CH:10]=O)=[O:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:12]([CH:16]=[C:17]([C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][NH2:27])=[CH:21][CH:20]=1)[CH3:18])([O:14][CH3:15])=[O:13]>CO.C(Cl)(Cl)Cl>[C:12]([CH:16]=[C:17]([C:19]1[CH:20]=[CH:21][C:22]([CH2:25][CH2:26][NH:27][CH2:10][CH:8]([OH:9])[C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:23][CH:24]=1)[CH3:18])([O:14][CH3:15])=[O:13]

Participants

4

Reactant 2

HCID 12215922Glyoxal, phenyl-, hydrateHCID 54207997HCID 54207997, compound

Product 1

HCID 53772844HCID 53772844, compoundYield 35.3%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

This was prepared in an identical manner to the compound described in Example 13 using phenylglyoxal monohydrate (1.50 g) and 2-{4-(2-carbomethoxy-1-methylethenyl) phenyl} ethanamine (2.19 g). The title compound (1.18 g) m.p. 120°-125° C. (benzene-hexane) was obtained after chromatography on Kieselgel 60 eluting with 1% methanol-chloroform. τ (CDCl3) 7.5 (3H, d, J=1.5 Hz), 7.5 (2H, m), 7.2 (6H, m), 6.3 (3H, s), 5.29 (1H, dd), 3.87 (1H, q, J=1.5 Hz), 2.85 (2H, d, J=9 Hz), 2.7 (5H, s), 2.6 (2H, d, J=9 Hz).

Workup

  1. customThis was prepared in an identical manner to the compound

Sources & evidence

ORD record
ord-3c90f420e61949e1898b29896be981f7
Source dataset
uspto-grants-1982_01
Patent number
US04309443

Reaction notes

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