Dimethylformamide → HCID 12952271, compound

HRID 1577991Notes

Reaction equation

HRID 1577991 reaction equation
CN(C)C=O.[CH3:6][C:7]1[CH:8]=[C:9]2[C:18](=[CH:19][CH:20]=1)[C:17](=[O:21])[C:16]1[CH2:15][CH:14]([C:22]([NH2:24])=O)[CH2:13][CH2:12][C:11]=1[O:10]2.S(Cl)(Cl)=O>O>[CH3:6][C:7]1[CH:8]=[C:9]2[C:18](=[CH:19][CH:20]=1)[C:17](=[O:21])[C:16]1[CH2:15][CH:14]([C:22]#[N:24])[CH2:13][CH2:12][C:11]=1[O:10]2

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 54139616HCID 54139616, compound

Product 1

HCID 12952271HCID 12952271, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 15 ml of a dimethyl formamide suspension solution containing 1.0 g of 6-methyl-1,2,3,4-tetrahydro-9-oxo-xanthene-2-carboxylic acid amide was amide was added dropwise 1.19 g of thionyl chloride at 0° C., and the mixture was stirred for 30 minutes. The resulting mixture was then poured into iced water and decomposed. The separated powder was recrystallized from acetone to obtain 0.40 g (yield: 41%) of 6-methyl-1,2,3,4-tetrahydro-9-oxo-xanthene-2-carbonitrile as a white powder having a melting point of 176° to 178° C.

Workup

  1. customThe separated powder was recrystallized from acetone

Sources & evidence

ORD record
ord-97c316c155484844a1b5303336cabab8
Source dataset
uspto-grants-1981_09
Patent number
US04290954

Reaction notes

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