Methane → HCID 15587234, compound

HRID 2059125Notes

Reaction equation

[CH2:1]([CH:3]([C:7]1[CH:26]=[C:25]([O:27][CH3:28])[C:24]([O:29][CH3:30])=[CH:23][C:8]=1[C:9]([C:11]1[CH:16]=[C:15]([O:17][CH3:18])[C:14]([O:19][CH3:20])=[C:13]([O:21][CH3:22])[CH:12]=1)=O)[C:4]([CH3:6])=O)[CH3:2].S(=O)(=O)(O)O.O.[NH2:37][NH2:38].C([O-])(O)=O.[Na+].C>C(O)(C)C>[CH3:22][O:21][C:13]1[CH:12]=[C:11]([C:9]2[C:8]3[CH:23]=[C:24]([O:29][CH3:30])[C:25]([O:27][CH3:28])=[CH:26][C:7]=3[CH:3]([CH2:1][CH3:2])[C:4]([CH3:6])=[N:38][N:37]=2)[CH:16]=[C:15]([O:17][CH3:18])[C:14]=1[O:19][CH3:20]

Participants

Conditions

Temperature: 60 °C

Procedure

1.40 g (3.36 mmoles) of 2-(1-ethylacetonyl)-3',4,4',5,5'-pentamethoxybenzophenone are dissolved in 5.4 ml of isopropanol, and 0.175 ml of concentrated sulfuric acid are added dropwise to the solution. The reaction mixture is heated to boiling, stirred at this temperature for one hour, thereafter the mixture is cooled to 60° C. and 0.41 ml (8 mmoles) of 98% hydrazine hydrate are added. The resulting mixture is stirred for a further hour. 0.154 g of sodium hydrocarbonate are added in portions to the mixture, the mixture is heated to boiling, decolorized with charcoal, filtered, the filtrate is evaporated, and the residue is passed onto a filter with a total amount of 25 ml of water. 0.835 g (60.5%) of the title compound are obtained; m.p.: 152°-155° C. When recrystallized from a small amount of isopropanol the product melts at 160°-162° C. C23H28N2O5 =412.5.

Workup

temperatureThe reaction mixture is heated
stirringThe resulting mixture is stirred for a further hour
temperaturethe mixture is heated
filtrationfiltered
customthe filtrate is evaporated
filtrationa filter with a total amount of 25 ml of water

Sources & evidence

ORD record: ord-ea227526e7514deba84532d2e9973a3d
Source dataset: uspto-grants-1982_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04322346

Reaction notes

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