1-Indanone → 5H-Indeno(1,2-c)pyridazin-3-one, 2,3-dihydro-

HRID 845069Notes

Reaction equation

HRID 845069 reaction equation
[C:1]1(=O)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.O.[C:12]([OH:16])(=O)[CH:13]=O.O.[NH2:18][NH2:19]>C(O)(=O)C>[N:18]1[NH:19][C:12](=[O:16])[CH:13]=[C:2]2[CH2:3][C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:1]=12

Participants

5

Reactant 3

HCID 67351-IndanoneHCID 24654Hydrazine hydrate (1:1)HCID 15620607Glyoxylic acid, monohydrate

Product 1

HCID 1006095H-Indeno(1,2-c)pyridazin-3-one, 2,3-dihydro-

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

By a method similar to that described in Preparation 3, 1-indanone was treated with glyoxylic acid monohydrate and hydrazine hydrate to give [5H]-indeno[1,2-c]pyridazin-3[2H]-one, m.p. 295° (from glacial acetic acid); ν(Nujol mull), 3300-2000, 1660, 1618, 1565 and 738 cm-1 ; δ-(DMSO-d6) 3.95 (2H,s,5-H2), 6.92 (1H,m,4-H), 7.46 (3H,m,6,7,8-H), 7.73 (1H,m,9-H).

Sources & evidence

ORD record
ord-7a91d19fc41e46b78ba435beb35bf639
Source dataset
uspto-grants-1988_07
Patent number
US04755511

Reaction notes

Loading…