Hydrazine hydrate (1:1) → (1S,8R)-1,11,11-Trimethyl-5-o-tolyl-3,4-diaza-tricyclo[6.2.1.02,7]undeca-2,4,6-triene

HRID 2243927Notes

Reaction equation

HRID 2243927 reaction equation
[CH3:1][C@@:2]12[C:8]([CH3:10])([CH3:9])[C@@H:5]([CH2:6][CH2:7]1)[C:4](=O)[C:3]2=O.COP([CH2:19][C:20](=O)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[CH3:27])(=O)OC.O.[NH2:30][NH2:31]>>[CH3:1][C@@:2]12[C:8]([CH3:10])([CH3:9])[C@@H:5]([CH2:6][CH2:7]1)[C:4]1[C:3]2=[N:30][N:31]=[C:20]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[CH3:27])[CH:19]=1

Participants

4

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 1549179(+)-CamphorquinoneHCID 14302186Dimethyl 2-o-methylphenyl-2-oxoethylphosphonate

Product 1

HCID 67365823(1S,8R)-1,11,11-Trimethyl-5-o-tolyl-3,4-diaza-tricyclo[6.2.1.02,7]undeca-2,4,6-triene

Procedure

yellow gum. MS (ESI): 278.2 (MH+). Prepared from (1S,4R)-1,7,7-trimethyl-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-d8426fb8e7674dc399a04586bbb0eb9d
Source dataset
uspto-grants-2010_03
Patent number
US07678795B2

Reaction notes

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