HCID 67951109, compound → HCID 3441859, compound

HRID 923641Notes

Reaction equation

HRID 923641 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]2[S:9][N:10]([CH2:13][C:14]([O:16]C)=[O:15])[C:11](=[O:12])[C:3]=12>Cl.O>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]2[S:9][N:10]([CH2:13][C:14]([OH:16])=[O:15])[C:11](=[O:12])[C:3]=12

Participants

4

Reactant 1

HCID 67951109HCID 67951109, compound

Product 1

HCID 3441859HCID 3441859, compoundYield 100.6%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

Ester 7 (160 mg, 0.63 mmol) was suspended in conc. HCl (4 mL) and heated with stirring at 100° C. for 5 h until hydrolysis completed. The mixture was cooled to room temperature, diluted with water (500 mL), and the precipitate was collected to give the title compound (151 mg, 100% yield). C10H10N2O3S; white solid; mp 355° C. (decomposed); 1H NMR (400 MHz, CD3OD) δ 7.13 (1H, s), 4.60 (2H, s), 2.71 (3H, s), 2.59 (3H, s); 13C NMR (100 MHz, CD3OD) δ 170.2, 165.7, 164.2, 163.3, 151.3, 123.3, 115.1, 45.2, 24.7, 17.9; ESI-HRMS (negative mode) calcd for C10H9N2O3S: 237.0334. found: m/z 237.0329 [M−H]−.

Workup

  1. temperatureheated
  2. temperatureThe mixture was cooled to room temperature
  3. customthe precipitate was collected

Sources & evidence

ORD record
ord-8834240423bf48b4adc71ea7a6cae657
Source dataset
uspto-grants-2016_03
Patent number
US09278982B2

Reaction notes

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