1H-1,2,4-Triazole → HCID 20503861, compound

HRID 1702453Notes

Reaction equation

[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.C[O-].[Na+].[C:9]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:14]=[CH:13][C:12]([C:15]([OH:27])([CH2:25]Cl)[CH2:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:18]=2[Cl:24])=[CH:11][CH:10]=1>CO.CN(C)C=O>[C:9]1([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:10]=[CH:11][C:12]([C:15]([OH:27])([CH2:25][N:4]2[CH:3]=[N:2][N:1]=[CH:5]2)[CH2:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:18]=2[Cl:24])=[CH:13][CH:14]=1

Participants

Conditions

Temperature: 70 °C

Procedure

7.6 g (0.11 mol) of 1,2,4-triazole are added to a solution of 3.5 g (0.065 mol) of a sodium methylate in 18 ml of methyl alcohol; a solution of 19.5 g (0.05 mol) of 2-(4-biphenylyl)-3-chloro-1-(2,4-dichlorophenyl)-propan-2-ol in 38 ml of dimethylformamide is then added dropwise and the mixture is heated to 70° C. for 90 minutes. The solvent is removed in vacuo in a rotary evaporator and the residue is stirred with water. The resulting crystals are washed with diethyl ether and recrystallised from acetonitrile. 2.2 g of 2-(4-biphenylyl)-1-(2,4-dichlorophenyl)-3-(1,3,4-triazol-1-yl)-propan-2-ol of melting point 260° C. are obtained.

Workup

customThe solvent is removed in vacuo in a rotary evaporator
washThe resulting crystals are washed with diethyl ether
customrecrystallised from acetonitrile

Sources & evidence

ORD record: ord-f75220e2c72649f789b0559c39bef226
Source dataset: uspto-grants-1983_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04381306

Reaction notes

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