Hydrochloric Acid → HCID 12772943, compound

HRID 1404215Notes

Reaction equation

HRID 1404215 reaction equation
C(N(CC)CC)C.[CH2:8]([SH:11])[CH2:9][CH3:10].[C:12](=[S:14])=[S:13].[CH2:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.Cl>C(Cl)(Cl)Cl>[C:12](=[S:14])([S:13][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[S:11][CH2:8][CH2:9][CH3:10]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 6348Carbon DisulfideHCID 7498Benzyl BromideHCID 7848Propyl mercaptanHCID 8471Triethylamine

Product 1

HCID 12772943HCID 12772943, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Triethylamine (4.78 g, 0.047 mol) is gradually added to a solution of propanethiol (3.00 g, 0.039 mol) in chloroform (200 ml). The reaction mixture is stirred at room temperature for one hour. This is followed by the addition of carbon disulfide (7.50 g, 0.098 mol) and the reaction mixture is stirred at room temperature for a further two hours. This is followed by the addition of benzyl bromide (8.08 g, 0.047 mol) and the reaction solution is stirred at room temperature for 24 hours. This is followed by the addition of 10% hydrochloric acid (200 ml). The organic phase is separated off and washed with water (3 times 100 ml). The combined organic phases are dried over sodium sulfate and the solvent is removed in a high vacuum. The desired product is obtained as a yellowish oil (9.36 g) in a yield of 98%.

Workup

  1. stirringthe reaction mixture is stirred at room temperature for a further two hours
  2. stirringthe reaction solution is stirred at room temperature for 24 hours
  3. customThe organic phase is separated off
  4. washwashed with water (3 times 100 ml)
  5. dry with materialThe combined organic phases are dried over sodium sulfate
  6. customthe solvent is removed in a high vacuum

Sources & evidence

ORD record
ord-45de3598fbb34324b505cc483a9a5fc6
Source dataset
uspto-grants-2014_12
Patent number
US08912267B2

Reaction notes

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