Sodium Carbonate → HCID 67994684, compound

HRID 72648Notes

Reaction equation

HRID 72648 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([CH2:9][S:10][CH2:11][C:12]([O:14]C)=[O:13])=[CH:5][C:4]=1[N+:16]([O-:18])=[O:17].C(=O)([O-])[O-].[Na+].[Na+]>O>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([CH2:9][S:10][CH2:11][C:12]([OH:14])=[O:13])=[CH:5][C:4]=1[N+:16]([O-:18])=[O:17]

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 67994783HCID 67994783, compound

Product 1

HCID 67994684HCID 67994684, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
75 °C

Procedure

A mixture of methyl 2-((6-methoxy-5-nitropyridin-3-yl)methylthio)acetate (1.0 mmol, 0.27 g) and sodium carbonate (0.3 g) in 150 mL of distilled water was heated at 75° C. for 6 hrs. The mixture was evaporated in vacuo to give 2-((6-methoxy-5-nitropyridin-3-yl)methylthio)acetic acid. Yield 90%; m.p. 249-251° C. (dec.) 1H-NMR (D2O) δ: 3.04 (s, 2H, CH2), 3.74 (s, 2H, CH2), 4.01 (s, 3H, OCH3), 8.28 (d, J=1.0 Hz, 1H, Ar—H), 8.43 (d, J=1.0 Hz, 1H, Ar—H); 13C-NMR (D2O) 6; 31.50, 35.93, 55.02, 128.19, 133.18, 136.76, 151.83, 155.53, 177.29; DEPT-135 (O2O): δ 31.50 (CH2), 35.93 (CH2), 55.02 (CH3) 136.76 (CH), 151.83 (CH); HR-MS (ESI+) m/z 257.0206 [M+H]+, C9H10N2O6S requires 258.0310.

Workup

  1. customThe mixture was evaporated in vacuo

Sources & evidence

ORD record
ord-e84abedb3176466fb6eed2a41429302b
Source dataset
uspto-grants-2014_09
Patent number
US08829003B2

Reaction notes

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