Thiourea → HCID 43141115, compound

HRID 1465663Notes

Reaction equation

HRID 1465663 reaction equation
Cl[CH2:2][C:3]([C:5]1[C:10]([F:11])=[CH:9][C:8]([F:12])=[CH:7][C:6]=1[F:13])=O.[NH2:14][C:15]([NH2:17])=[S:16]>CCO>[F:13][C:6]1[CH:7]=[C:8]([F:12])[CH:9]=[C:10]([F:11])[C:5]=1[C:3]1[N:14]=[C:15]([NH2:17])[S:16][CH:2]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 185218922-Chloro-1-(2,4,6-trifluorophenyl)ethan-1-one

Product 1

HCID 43141115HCID 43141115, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-chloro-1-(2,4,6-trifluorophenyl)ethanone (9.04 g, 43.5 mmol) and thiourea (3.51 g, 46.1 mmol) in 95% EtOH (50 mL) was heated at reflux overnight. The solution was concentrated and mixed with water (100 mL) and saturated aqueous Na2CO3 (5.0 mL). The solids were filtered and dried under vacuum to give 4-(2,4,6-trifluorophenyl)thiazol-2-amine (9.71 g) as pink-white solids in 97% yield: 1H NMR (500 MHz, DMSO-d6) δ 7.26-7.22 (m, 2 H), 7.09 (s, 2 H), 6.77 (s, 1 H).

Workup

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. concentrationThe solution was concentrated
  4. additionmixed with water (100 mL) and saturated aqueous Na2CO3 (5.0 mL)
  5. filtrationThe solids were filtered
  6. customdried under vacuum

Sources & evidence

ORD record
ord-e48bd4a6b4bf497798508c3ee0d0bfd3
Source dataset
uspto-grants-2015_04
Patent number
US08999983B2

Reaction notes

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