Sodium Carbonate → HCID 20145125, compound

HRID 648661Notes

Reaction equation

C(=O)([O-])[O-].[Na+].[Na+].[N:7]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH:19]([CH:23]([C:44]([NH2:46])=[O:45])[C:24]2[CH:43]=[CH:42][C:27]([C:28](NNS(C3C=CC(C)=CC=3)(=O)=O)=[O:29])=[CH:26][CH:25]=2)[CH2:20][CH2:21][CH3:22])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1>C(O)CO>[N:7]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH:19]([CH:23]([C:44]([NH2:46])=[O:45])[C:24]2[CH:25]=[CH:26][C:27]([CH:28]=[O:29])=[CH:42][CH:43]=2)[CH2:20][CH2:21][CH3:22])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1

Participants

Conditions

Temperature: 170 °C

Procedure

A quantity of 6.6 gm (62 m mol) of sodium carbonate was heated together with 62 ml of ethylene glycol in a bath at 170° C., and, within one minute, 6.2 gm (11 m mol) of N1 -[4-[(1-(2-piperidino-phenyl)-1-butyl)-aminocarbonylmethyl]-benzoyl]-N2 -tosyl-hydrazine [melting point 195° C. (decomposition)] were added thereto, with rapid stirring, whereupon there was a vigorous development of gas. The mixture was then heated for a further two and one-half minutes at 170° C. and then immediately poured onto ice. It was extracted with ether, and the ether solution was dried, filtered, and concentrated by evaporation in vacuo. The evaporation residue was purified by column chromatography on silica gel [chloroform/acetone (20:1)].

Workup

additionimmediately poured onto ice
extractionIt was extracted with ether
dry with materialthe ether solution was dried
filtrationfiltered
concentrationconcentrated by evaporation in vacuo
customThe evaporation residue was purified by column chromatography on silica gel [chloroform/acetone (20:1)]

Sources & evidence

ORD record: ord-8c3bd08382ae476e8ecf6496af7a3060
Source dataset: uspto-grants-1988_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04735959

Reaction notes

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