Hydrazine hydrate (1:1) → 3-(2-Methylphenyl)-5,6,7,8-tetrahydro-5,8-methanocinnoline

HRID 2243925Notes

Reaction equation

HRID 2243925 reaction equation
[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[C:3](=O)[C:2]2=O.COP([CH2:16][C:17](=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[CH3:24])(=O)OC.O.[NH2:27][NH2:28]>>[C:19]1([CH3:24])[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[C:17]1[CH:16]=[C:3]2[C:2]([CH:1]3[CH2:7][CH:4]2[CH2:5][CH2:6]3)=[N:28][N:27]=1

Participants

4

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 138696Bicyclo(2.2.1)heptane-2,3-dioneHCID 14302186Dimethyl 2-o-methylphenyl-2-oxoethylphosphonate

Product 1

HCID 160636703-(2-Methylphenyl)-5,6,7,8-tetrahydro-5,8-methanocinnoline

Procedure

light yellow gum. MS (EI): 236.3 (M+). Prepared from bicyclo[2.2.1]heptane-2,3-dione, (2-Oxo-2-o-tolyl-ethyl)-phosphonic acid dimethyl ester, hydrazine monohydrate.

Sources & evidence

ORD record
ord-b6666ccec767419595e3b503cede9f44
Source dataset
uspto-grants-2010_03
Patent number
US07678795B2

Reaction notes

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