Carbon Disulfide → HCID 178505424, compound

HRID 653666Notes

Reaction equation

HRID 653666 reaction equation
[C:1](=[S:3])=S.[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][NH:12][C:13]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:14]=2[NH2:15])=[CH:7][CH:6]=1>C(O)C>[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][N:12]2[C:13]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:14]=3[N:15]=[C:1]2[SH:3])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 6348Carbon DisulfideHCID 149529912-(4-Chlorobenzylamino)-5-fluoroaniline

Product 1

HCID 178505424HCID 178505424, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

25 ml of carbon disulfide are added to 35.2 g of 2-(4-chlorophenylmethylamino)-5-fluoroaniline, prepared in Example 8, dissolved in 500 ml of ethanol. The mixture is refluxed for 12 hours and allowed to return to room temperature. After standing for a few hours, the crystals are filtered off and washed with ethanol and then with isopropanol and ether to give 33 g of 1-(4-chlorophenylmethyl)-2-mercapto-5-fluorobenzimidazole in the form of crystals melting at 215° C.

Workup

  1. customprepared in Example 8
  2. temperatureThe mixture is refluxed for 12 hours
  3. customto return to room temperature
  4. waitAfter standing for a few hours
  5. filtrationthe crystals are filtered off
  6. washwashed with ethanol

Sources & evidence

ORD record
ord-7c794709b2a54c68b2754ffcdb62029e
Source dataset
uspto-grants-1992_07
Patent number
US05128359

Reaction notes

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