Dimethylamine → HCID 12486098, compound

HRID 1278258Notes

Reaction equation

HRID 1278258 reaction equation
[CH3:1][NH:2][CH3:3].CN(C)C=O.[C:9](=[S:11])=[S:10].[CH2:12](Br)[C:13]#[CH:14]>O>[CH2:14]([S:10][C:9](=[S:11])[N:2]([CH3:3])[CH3:1])[C:13]#[CH:12]

Participants

6

Reactant 4

HCID 674DimethylamineHCID 6228DimethylformamideHCID 6348Carbon DisulfideHCID 7842Propargyl bromide

Product 1

HCID 12486098HCID 12486098, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

16.3 Grams of a 40% dimethylamine aqueous solution was added to 40 ml of dimethylformamide, and while maintaining the mixture at a temperature of 5°-10° C., 4.8 gr of carbon disulfide was added dropwise under agitation over the period of 30 minutes. Thereafter, the temperature of the mixture was maintained at a room temperature and 7.1 gr of propargyl bromide was added dropwise thereto over the period of 30 minutes. The reaction mixture was agitated at the same temperature for one hour and at 40°-50° C. for additional two hours to complete the reaction. The reaction mixture was poured into water and the separated organic substance was extracted twice with 50 ml of benzene, washed with diluted hydrochloric acid and further washed with water, and after removal of benzene by distillation, 9.2 gr of the desired product was obtained. M.p.: 57°-59° C. The results of elemental analysis were shown as follows:

Workup

  1. additionwas added dropwise under agitation over the period of 30 minutes
  2. customover the period of 30 minutes
  3. customthe reaction
  4. extractionthe separated organic substance was extracted twice with 50 ml of benzene
  5. washwashed with diluted hydrochloric acid
  6. washfurther washed with water
  7. customafter removal of benzene
  8. distillationby distillation

Sources & evidence

ORD record
ord-8c92e49e2a3f4cd89904a33b1b1d0a41
Source dataset
uspto-grants-1981_07
Patent number
US04281016

Reaction notes

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