Dimethylcarbamoyl Chloride → HCID 20322019, compound

Reaction equation

[CH3:1][C:2]1[CH:10]=[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][N:4]2[N:3]=1.[Cl-].[Al+3].[Cl-].[Cl-].[K].[CH3:16][N:17]([CH3:21])[C:18](Cl)=[O:19]>>[CH3:16][N:17]([CH3:21])[C:18]([C:10]1[C:2]([CH3:1])=[N:3][N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12)=[O:19]

Participants

Reactant 4

HCID 6598Dimethylcarbamoyl Chloride

HCID 5462222Potassium

HCID 6451240Aluminum(III) Chloride

HCID 15620341HCID 15620341, compound

Product 1

HCID 20322019HCID 20322019, compoundYield 32.5%

Procedure

2-Methylpyrazolo[1,5-a]pyridine (3.6g) was dissolved in N,N-dimethylcarbamoyl chloride (10.8g). Aluminum chloride (8.0g) was added to the resulting solution and the mixture was heated at 130° for 3 hr and poured into ice water. The solution was made basic with potassium hydroxied solution and extracted with chloroform. The chloroform solution was dried over sodium sulfate and concentrated. The residue was distilled to give 1.8g of the objective product, bp 149°-150° (2 mmHg). Yield 32%.