Propylene Oxide → HCID 21269557, compound

HRID 1194335Notes

Reaction equation

HRID 1194335 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.[Na].[CH2:19]1[O:22][CH:20]1[CH3:21]>C(O)C>[CH2:1]([C:8]1[CH:17]=[CH:16][C:11]2[N:12]=[C:13]([S:15][CH2:19][CH:20]([OH:22])[CH3:21])[NH:14][C:10]=2[CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6378Propylene OxideHCID 5360545SodiumHCID 21269540HCID 21269540, compound

Product 1

HCID 21269557HCID 21269557, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.8 (20 mmoles) of 5-benzyl-benzimidazoline-2-thione and 0.46 g sodium dissolved in ethyl alcohol and 2 ml of 1,2-propylenoxide are refluxed for 5 hours. The reaction mixture is evaporated and 50 ml of benzene and 20 ml of 1N sodium hydroxide solution are added. The aqueous phase is extracted twice with 10 ml of benzene, the combined benzene phases are evaporated and the residue is crystallized from nitromethane. The title product thus obtained melts at a temperature of 115° C.

Workup

  1. customThe reaction mixture is evaporated
  2. addition50 ml of benzene and 20 ml of 1N sodium hydroxide solution are added
  3. extractionThe aqueous phase is extracted twice with 10 ml of benzene
  4. customthe combined benzene phases are evaporated
  5. customthe residue is crystallized from nitromethane
  6. customat a temperature of 115° C.

Sources & evidence

ORD record
ord-0cadfc3e3c3a44d3b02764e23a0b873b
Source dataset
uspto-grants-1989_03
Patent number
US04814329

Reaction notes

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