3-(1,1-DIOXO-1LAMBDA6,4-THIAZINAN-4-YL)BENZENECARBOHYDRAZIDE synthesis

2synthesis methods

Product Name:3-(1,1-DIOXO-1LAMBDA6,4-THIAZINAN-4-YL)BENZENECARBOHYDRAZIDE
CAS Number:923224-97-9
Molecular formula:C11H15N3O3S
Molecular Weight:269.32

METHYL 3-(1,1-DIOXO-1LAMBDA6,4-THIAZINAN-4-YL)BENZENECARBOXYLATE

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3-(1,1-DIOXO-1LAMBDA6,4-THIAZINAN-4-YL)BENZENECARBOHYDRAZIDE

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Yield:923224-97-9 31%

Reaction Conditions:

with hydrazine in methanol at 65; for 12 h;

Steps:

51 PREPARATION OF 3-(1 ,1 -DIOXIDOTHIOMORPHOLINO)BENZOHYDRAZIDE.

Methyl 3-(1 ,1-dioxidothiomorpholino)benzoate (95 mg, 0.353 mmol) was addedto the hydrazine (22.61 mg, 0.705 mmol) in methanol and refluxed for 12 h at 65 °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 column chromatography (2% CH30H/CH2CI2) afforded the title compound 3- (1 ,1 -dioxidothiomorpholino)benzohydrazide (32 mg, 0.109 mmol, 31.0 % yield) as a solid. 1 H NMR (CDCI3, 400 MHz): δ 7.34 (m, 1 H), 7.29 (t, 1 H, J = 8.4 Hz), 7.18 (d, 1 H, J = 7.6 Hz), 6.70 (dd,1 H, J = 4.8 & 8.0 Hz), 3.85 (m, 4H), 3.05 (m, 4H). Mass [M+H]+ :270.1

References:

WO2013/25805,2013,A1 Location in patent:Paragraph 00266

3-(1,1-DIOXO-1LAMBDA6,4-THIAZINAN-4-YL)BENZENECARBOXYLIC ACID

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References