Ethanol → HCID 178520824, compound

HRID 354939Notes

Reaction equation

HRID 354939 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][CH2:9][CH2:10][CH2:11][OH:12].[OH-].[K+].C(O)C.[C:18](=S)=[S:19]>O>[SH:19][C:18]1[N:8]([CH2:9][CH2:10][CH2:11][OH:12])[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[N:1]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 6348Carbon DisulfideHCID 14797Potassium HydroxideHCID 12401222HCID 12401222, compound

Product 1

HCID 178520824HCID 178520824, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred mixture of 93 parts of 3-(2-aminophenyl) amino-1-propanol, 45.5 parts of potassium hydroxide and 600 parts of an ethanol solution 85% in water are added dropwise 60.8 parts of carbon disulfide. Upon completion, stirring is continued for 6 hours at reflux temperature. The reaction mixture is evaporated and the residue is taken up in 1500 parts of water. The whole is filtered over hyflo and the filtrate is acidified with acetic acid. The oily product solidifies on scratching. It is filtered off, washed with water and dried, yielding 2-mercapto-1H-benzimidazole-1-propanol; mp. 110° C.

Workup

  1. temperatureat reflux temperature
  2. customThe reaction mixture is evaporated
  3. filtrationThe whole is filtered over hyflo
  4. filtrationIt is filtered off
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-d7cb523618bf465c9f4ace2650395f25
Source dataset
uspto-grants-1983_03
Patent number
US04377578

Reaction notes

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