Thiourea → 3-(2-Amino-5-[1,2,4]triazol-1-yl-thiazol-4-yl)-benzonitrile

HRID 2214759Notes

Reaction equation

HRID 2214759 reaction equation
Br.Br[CH:3]([N:14]1[CH:18]=[N:17][CH:16]=[N:15]1)[C:4]([C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[C:9]#[N:10])=O.[NH2:19][C:20]([NH2:22])=[S:21]>C(O)C.Cl>[NH2:22][C:20]1[S:21][C:3]([N:14]2[CH:18]=[N:17][CH:16]=[N:15]2)=[C:4]([C:6]2[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=2)[C:9]#[N:10])[N:19]=1

Participants

5

Reactant 2

HCID 2723790ThioureaHCID 219484063-(2-Bromo-2-[1,2,4]triazol-1-yl-acetyl)-benzonitrile hydrobromide

Product 1

HCID 219484033-(2-Amino-5-[1,2,4]triazol-1-yl-thiazol-4-yl)-benzonitrile

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Conditions

Temperature
95 °C

Procedure

A mixture of 3-(2-bromo-2-[1,2,4]triazol-1-yl-acetyl)-benzonitrile hydrobromide (1.848 g, 5.00 mmol), thiourea (0.46 g, 1.2 mol) in ethanol is heated to 95° C. for 8 h. The solvent is removed under vacuum to give a foam which is dissolved in 3M hydrochloric acid. The product is precipitated as a white powder by the addition of concentrated aqueous ammonia to pH11. M.S. (MH+) 269.54.

Workup

  1. customThe solvent is removed under vacuum
  2. customto give a foam which
  3. customThe product is precipitated as a white powder by the addition of concentrated aqueous ammonia to pH11

Sources & evidence

ORD record
ord-7fff9740559d4cf58aa75971f23953fb
Source dataset
uspto-grants-2006_09
Patent number
US07109202B2

Reaction notes

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