Sulfur → HCID 13769707, compound

HRID 979941Notes

Reaction equation

HRID 979941 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[NH:17][C:18]([NH:20][CH2:21][CH2:22][N:23]2[CH2:28][CH2:27][CH:26]([NH:29][C:30]3[N:34]([CH2:35][C:36]4[CH:41]=[CH:40][C:39]([F:42])=[CH:38][CH:37]=4)[C:33]4[CH:43]=[CH:44][CH:45]=[CH:46][C:32]=4[N:31]=3)[CH2:25][CH2:24]2)=S)[CH:5]=[CH:6][C:7]=1[Cl:8].[S]>[Hg]=O.C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][N:10]2[C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[N:17]=[C:18]2[NH:20][CH2:21][CH2:22][N:23]2[CH2:28][CH2:27][CH:26]([NH:29][C:30]3[N:34]([CH2:35][C:36]4[CH:41]=[CH:40][C:39]([F:42])=[CH:38][CH:37]=4)[C:33]4[CH:43]=[CH:44][CH:45]=[CH:46][C:32]=4[N:31]=3)[CH2:25][CH2:24]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 2

HCID 5362487SulfurHCID 20222937HCID 20222937, compound

Product 1

HCID 13769707HCID 13769707, compoundYield 45%

Reagents, catalysts & solvents 2

HCID 30856Mercuric oxideCatalystHCID 702EthanolSolvent

Procedure

A mixture of 40 parts of N-[2-[[(3,4-dichlorophenyl)methyl]amino]phenyl]-N'-[2-[4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinyl]ethyl]thiourea, 60 parts of mercury(II)oxide, 0.1 parts of sulfur and 400 parts of ethanol was stirred and refluxed overnight. The reaction mixture was filtered over Hyflo and the filtrate was evaporated. The residue was crystallized from ethanol. The product was filtered off and dried, yielding 17 parts (45%) of 1-[(3,4-dichlorophenyl)methyl]-N-[2-[4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]1-piperidinyl]ethyl]-1H-benzimidazol-2-amine; mp. 113.2° C. (compound 83).

Workup

  1. temperaturerefluxed overnight
  2. filtrationThe reaction mixture was filtered over Hyflo
  3. customthe filtrate was evaporated
  4. customThe residue was crystallized from ethanol
  5. filtrationThe product was filtered off
  6. customdried

Sources & evidence

ORD record
ord-5a77728445c143fea5b50f7b99e56b17
Source dataset
uspto-grants-1987_01
Patent number
US04634704

Reaction notes

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