Benzoyl isothiocyanate → HCID 19088763, compound

HRID 1463842Notes

Reaction equation

HRID 1463842 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[CH:16]=[CH:15][C:14]3[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=3[CH:8]=2)[N:6]=1.[C:17]([N:25]=[C:26]=[S:27])(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CC(C)=O>[C:17]([NH:25][C:26]([NH:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[CH:16]=[CH:15][C:14]3[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=3[CH:8]=2)[N:6]=1)=[S:27])(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 68284Benzoyl isothiocyanateHCID 7350914-(5,6,7,8-Tetrahydronaphthalen-2-yl)-1,3-thiazol-2-amine

Product 1

HCID 19088763HCID 19088763, compoundYield 68.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture consisting consisting of 2-amino-4-(5,6,7,8-tetrahydro-2-naphthyl)thiazole (500 mg), benzoylisothiocyanate (363 mg) and acetone (10 ml) was stirred at 55° to 60° C. for 3 hours and then concentrated under reduced pressure. The residue was treated with ether, and the resultant crystals were recrystallized from chloroform-ethanol to produce 1-benzoyl-3-[4-(5,6,7,8-tetrahydro-2-naphthyl)-2-thiazolyl] thiourea (yield of 583 mg, 68.2%) in the form of colorless prisms. m.p., 181°-182° C.

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionThe residue was treated with ether
  3. customthe resultant crystals were recrystallized from chloroform-ethanol

Sources & evidence

ORD record
ord-470361f3eaf346af8d0d380434c7dd6c
Source dataset
uspto-grants-1994_04
Patent number
US05302608

Reaction notes

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