Acetic Acid → HCID 10998740, compound

HRID 35532Notes

Reaction equation

HRID 35532 reaction equation
[C:1]1([CH2:7][C:8]2[N:17]=[CH:16][CH:15]=[CH:14][C:9]=2[C:10](OC)=[S:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].C(O)(=[O:22])C>CN(C)C=O.O>[OH:22][C:8]1[C:9]2[CH:14]=[CH:15][CH:16]=[N:17][C:10]=2[S:11][C:7]=1[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 24758Sodium hydrideHCID 53664452HCID 53664452, compound

Product 1

HCID 10998740HCID 10998740, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A suspension of 12.9 g (50 mmol) of methyl 2-phenylmethylthionicotinate and 2.6 g (110 mmol) of sodium hydride in 100 mL of dry N,N-dimethylformamide was stirred for 4 hours at room temperature. The solution was diluted with 200 mL water and acidified with glacial acetic acid. The precipitate was collected, washed with water, and dried to afford 10.6 g (93%) of a white crystalline solid to be used in the next step.

Workup

  1. customThe precipitate was collected
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-3f2f6bd8b9c34ead844fb0a99f456ab5
Source dataset
uspto-grants-1988_08
Patent number
US04767766

Reaction notes

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