p-Tolyl isothiocyanate → HCID 21999701, compound

HRID 1975880Notes

Reaction equation

HRID 1975880 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][NH2:17])[CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].[CH3:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]=[C:26]=[S:27])=[CH:21][CH:20]=1>O1CCCC1>[CH3:18][C:19]1[CH:24]=[CH:23][C:22]([NH:25][C:26]([NH:17][CH2:16][CH2:15][N:12]2[CH2:13][CH2:14][N:9]([C:4]3[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=3)[CH2:10][CH2:11]2)=[S:27])=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 12149p-Tolyl isothiocyanateHCID 21999692HCID 21999692, compound

Product 1

HCID 21999701HCID 21999701, compoundYield 99.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 4-(3,4-dichlorophenyl)-1-piperazineethanamine (0.01 mol) and 4-methyl-1-isothiocyanatobenzene (0.01 mol) in tetrahydrofuran (300 ml) was stirred at room temperature for 1 hour. The solvent was evaporated. The residue was recrystallized from DIPE. The precipitate was filtered off and dried. The product was used without further purification, yielding 4.2 g N-(4-methylphenyl)-N′-[2-[4-(3,4-dichlorophenyl)-1-piperazinyl]ethyl]thiourea (interm. 6).

Workup

  1. customThe solvent was evaporated
  2. customThe residue was recrystallized from DIPE
  3. filtrationThe precipitate was filtered off
  4. customdried
  5. customThe product was used without further purification

Sources & evidence

ORD record
ord-2bfd6f20858c4c52bd650b3af0c2c4bc
Source dataset
uspto-grants-2001_05
Patent number
US06224849B1

Reaction notes

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