(6-Methylpyridin-2-yl)thiourea → 3-[2-(3-Methyl-pyridin-2-ylamino)-5-[1,2,4]triazol-1-yl-thiazol-4-yl]-benzonitrile

HRID 2214760Notes

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.[CH3:19][C:20]1[N:25]=[C:24]([NH:26][C:27]([NH2:29])=[S:28])[CH:23]=[CH:22][CH:21]=1>C(O)C>[CH3:19][C:20]1[N:25]=[C:24]([NH:26][C:27]2[S:28][C:3]([N:14]3[CH:18]=[N:17][CH:16]=[N:15]3)=[C:4]([C:6]3[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=3)[C:9]#[N:10])[N:29]=2)[CH:23]=[CH:22][CH:21]=1

Participants

Conditions

Temperature: 90 °C

Procedure

3-(2-Bromo-2-[1,2,4]triazol-1-yl-acetyl)-benzonitrile hydrobromide (500 mg, 1.34 mmol) is dissolved in ethanol (5 ml). (6-Methyl-pyridin-2-yl)-thiourea (208 mg, 1.34 mmol) is added and the reaction heated to 90° C. for 2 hours. The precipitate is collected and washed with ethanol twice. The solid is suspended in water and basified with concentrated ammonium hydroxide and the resulting precipitate collected and washed with water to give the title compound after drying. Mass Spec (APCI+) 360.0, m.p. 236–237° C.

Workup

customThe precipitate is collected
washwashed with ethanol twice
customthe resulting precipitate collected
washwashed with water

Sources & evidence

ORD record: ord-c79fb4587f6b4e448696bc0f5401223b
Source dataset: uspto-grants-2006_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07109202B2

Reaction notes

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