Sulfur → HCID 12891716, compound

HRID 1856566Notes

Reaction equation

HRID 1856566 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([N:11]([CH2:26][CH3:27])[CH:12]1[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:14][CH2:13]1)=S.[S]>[Hg]=O.CO>[CH2:26]([N:11]([CH:12]1[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:14][CH2:13]1)[C:9]1[NH:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[N:1]=1)[CH3:27]

Participants

5

Reactant 2

HCID 5362487SulfurHCID 12891715HCID 12891715, compound

Product 1

HCID 12891716HCID 12891716, compoundYield 43%

Reagents, catalysts & solvents 2

HCID 30856Mercuric oxideCatalystHCID 887MethanolSolvent

Procedure

A mixture of 39.8 parts of N-(2-aminophenyl)-N'-ethyl-N'-[I-(2-phenylethyl)-4-piperidinyl]thiourea, 15 parts of mercury oxide, 0.1 parts of sulfur and 400 parts of methanol is stirred and refluxed overnight. The reaction mixture is filtered hot over Hyflo and the filtrate is evaporated. The residue is crystallized from 4-methyl-2-pentanone. The product is filtered off and dried, yielding 14.5 parts (43%) of N-ethyl-N-[I-(2-phenylethyl)-4-piperidinyl]-1H-benzimidazol-2-amine; mp. 204.9° C.

Workup

  1. temperaturerefluxed overnight
  2. filtrationThe reaction mixture is filtered hot over Hyflo
  3. customthe filtrate is evaporated
  4. customThe residue is crystallized from 4-methyl-2-pentanone
  5. filtrationThe product is filtered off
  6. customdried

Sources & evidence

ORD record
ord-1c6ea741abcc417cafc6a1c603e576f2
Source dataset
uspto-grants-1980_08
Patent number
US04219559

Reaction notes

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