Benzoylhydrazine → HCID 67842118, compound

HRID 1885324Notes

Reaction equation

HRID 1885324 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[O:11][C:10]([CH3:13])([CH3:12])[CH:9]3[O:14][CH:8]3[C:7]=2[CH:15]=1)#[N:2].[C:16]([NH:24][NH2:25])(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CCCCCC.C(O)C>[C:16]([NH:24][NH:25][C@@H:8]1[C:7]2[CH:15]=[C:3]([C:1]#[N:2])[CH:4]=[CH:5][C:6]=2[O:11][C:10]([CH3:13])([CH3:12])[C@H:9]1[OH:14])(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 11955BenzoylhydrazineHCID 108673602,2-Dimethyl-3,4-epoxy-6-cyanochroman

Product 1

HCID 67842118HCID 67842118, compoundYield 54.1%

Reagents, catalysts & solvents 1

HCID 21879635Ethanol hexaneSolvent

Procedure

The procedure of Reference Example 2 was repeated except that 1.3 g of 6-cyano-3,4-epoxy-3,4 dihydro-2,2-dimethyl-2H-1-benzopyran and 1.0 g of benzoylhydrazine was used, and 1.18 g of trans-4-(2-benzoylhydrazino)-6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-3-ol was obtained as white crystals, m.p. 197°-199° C. (recrystallized from hexane-ethanol).

Sources & evidence

ORD record
ord-d88860b0d2834fca8d101fcf70048588
Source dataset
uspto-grants-1992_09
Patent number
US05143936

Reaction notes

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