Hydrazine → HCID 71258107, compound

HRID 877629Notes

Reaction equation

[NH2:1][NH2:2].[O:3]1[CH2:8][CH2:7][N:6]([S:9]([C:12]2[CH:21]=[CH:20][CH:19]=[CH:18][C:13]=2[C:14](OC)=[O:15])(=[O:11])=[O:10])[CH2:5][CH2:4]1>CO>[O:3]1[CH2:8][CH2:7][N:6]([S:9]([C:12]2[CH:21]=[CH:20][CH:19]=[CH:18][C:13]=2[C:14]([NH:1][NH2:2])=[O:15])(=[O:11])=[O:10])[CH2:5][CH2:4]1

Participants

Conditions

Temperature: 70 °C

Procedure

Hydrazine (22.46 mg, 0.701 mmol) was added to the methyl 2-(morpholinosulfonyl)benzoate (100 mg, 0.350 mmol) in methanol and refluxed for 12 h at 70° C. Following cooling, Reaction was monitored by TLC. After completion of the reaction, the solvent was removed by vacuum and then compound was purified by flash chromatography afforded the title compound 2-(morpholinosulfonyl)benzohydrazide (40 mg, 0.129 mmol, 36.8% yield) as a solid. 1H NMR (CDCl3, 400 MHz): 07.86 (m, 1H), 7.66-7.56 (m, 2H), 7.52 (dd, 1H, J=1.2 & 7.6 Hz), 7.40 (m, 1H), 4.09 (m, 2H), 3.70 (m, 4H), 3.15 (m, 4H). ESI-MS: 286.1[M+H]+

Workup

temperatureFollowing cooling
customReaction
customAfter completion of the reaction
customthe solvent was removed by vacuum
customcompound was purified by flash chromatography

Sources & evidence

ORD record: ord-89e9c1fb3f6b4439b899947af9dd39fd
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08987335B2

Reaction notes

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