Carbon Disulfide → HCID 524151, compound

HRID 1278260Notes

Reaction equation

HRID 1278260 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].O1C[CH2:9][CH2:8][CH2:7]1.[C:11](=[S:13])=[S:12].C(Cl)C=C>O>[CH2:7]([S:13][C:11](=[S:12])[N:3]([CH2:4][CH3:5])[CH2:1][CH3:2])[CH:8]=[CH2:9]

Participants

6

Reactant 4

HCID 6348Carbon DisulfideHCID 7850Allyl chlorideHCID 8021DiethylamineHCID 8028Tetrahydrofuran

Product 1

HCID 524151HCID 524151, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

9.7 Grams of diethylamine was added to 50 ml of tetrahydrofuran, and while maintaining the mixture at a temperature of 0°-5° C. and under agitation, 5.0 gr of carbon disulfide was added dropwise to the mixture over the period of 30 minutes. Thereafter, the temperature of the mixture was allowed to rise up to a room temperature, followed by dropwise addition of 4.6 gr of allyl chloride over the period of 30 minutes. The reaction mixture was poured into water and the separated organic substance was extracted twice with 30 ml of toluene, washed with diluted hydrochloric acid and further washed with water. After removal of toluene by distillation, there was obtained 8.3 gr of the desired product.

Workup

  1. temperaturewhile maintaining the mixture at a temperature of 0°-5° C.
  2. customto rise up to a room temperature
  3. extractionthe separated organic substance was extracted twice with 30 ml of toluene
  4. washwashed with diluted hydrochloric acid
  5. washfurther washed with water
  6. customAfter removal of toluene
  7. distillationby distillation

Sources & evidence

ORD record
ord-de3462240fe84c5d9d2d54b7ac5c5b2a
Source dataset
uspto-grants-1981_07
Patent number
US04281016

Reaction notes

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