Propargyl bromide → HCID 131715894, compound

HRID 1194332Notes

Reaction equation

HRID 1194332 reaction equation
[CH2:1]([C:8]1[CH:17]=[CH:16][C:11]2[NH:12][C:13](=[S:15])[NH:14][C:10]=2[CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:18](Br)[C:19]#[CH:20]>C(O)C>[CH2:1]([C:8]1[CH:17]=[CH:16][C:11]2[N:12]=[C:13]([S:15][CH2:20][C:19]#[CH:18])[NH:14][C:10]=2[CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 7842Propargyl bromideHCID 21269540HCID 21269540, compound

Product 1

HCID 131715894HCID 131715894, compoundYield 65.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6 g (25 mmoles) of 5-benzyl-benzimidazoline-2-thione, 2.3 ml of propargyl bromide and 40 ml of ethanol are refluxed for 3 hours. The reaction mixture is concentrated, the crystalline substance thus obtained is worked up according to the method of Example 2. The dichloromethane extract is concentrated and the residue is crystallized from 20 ml of toluene. 4.53 g (65.2%) of title product are obtained melting at a temperature of 109° C.

Workup

  1. concentrationThe reaction mixture is concentrated
  2. customthe crystalline substance thus obtained
  3. extractionThe dichloromethane extract
  4. concentrationis concentrated
  5. customthe residue is crystallized from 20 ml of toluene

Sources & evidence

ORD record
ord-34ff352728284dbe84a7f33b224f9a37
Source dataset
uspto-grants-1989_03
Patent number
US04814329

Reaction notes

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