Benzaldehyde → HCID 178517457, compound

HRID 44432Notes

Reaction equation

HRID 44432 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([O-:6])=O.[CH:11](=O)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.S([O-])(O)=O.[Na+].O.CC([N:28](C)C)=O>>[C:12]1([C:11]2[N:28]=[C:4]([OH:6])[C:3]3[C:2](=[CH:10][CH:9]=[CH:8][CH:7]=3)[N:1]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

6

Reactant 5

HCID 240BenzaldehydeHCID 962WaterHCID 31374DimethylacetamideHCID 5459842AnthranilateHCID 23665763Sodium Bisulfite

Product 1

HCID 178517457HCID 178517457, compoundYield 85%

Conditions

Temperature
150 °C

Procedure

A mixture of o-aminobenzoate (7 mmol), benzaldehyde (7 mmol) and sodium hydrogen sulfite (10.5 mmol) in dimethylacetamide (10 ml) was heated with stirring at 150° C. overnight. Then, the reaction mixture was poured into water (300 ml). A precipitate was formed, collected and dried. Recristallization from benzene gave the desired product in 85% yield.

Workup

  1. temperaturewas heated
  2. customA precipitate was formed
  3. customcollected
  4. customdried

Sources & evidence

ORD record
ord-d36bce91867846d18d15a4eedacd1581
Source dataset
uspto-grants-2013_09
Patent number
US08541428B2

Reaction notes

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