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Dimethylformamide → HCID 14837870, compound

HRID 1030109
Notes
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Reaction equation

HRID 1030109 reaction equation
Cl[C:2]1[C:11]([CH3:12])=[CH:10][C:9]2[C:4](=[CH:5][C:6]([CH2:13][CH3:14])=[CH:7][CH:8]=2)[N:3]=1.Cl.[NH:16]1[CH:20]=[N:19][CH:18]=[N:17]1.N1C=NC=N1.CN(C)C=O>O>[N:16]1([C:2]2[C:11]([CH3:12])=[CH:10][C:9]3[C:4](=[CH:5][C:6]([CH2:13][CH3:14])=[CH:7][CH:8]=3)[N:3]=2)[CH:20]=[N:19][CH:18]=[N:17]1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 92571H-1,2,4-TriazoleHCID 12217072HCID 12217072, compoundHCID 170398142-Chloro-7-ethyl-3-methylquinoline

Product 1

HCID 14837870HCID 14837870, compoundYield 64.1%

Reagents, catalysts & solvents 1

HCID 962
Water
Solvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2.05 g of 2-chloro-3-methyl-7-ethyl-quinoline, 1.05 g of 1,2,4-triazole-hydrochloride, 0.69 g of 1,2,4-triazole and 10 ml of dimethyl formamide is stirred at 100° C. for 6 hours. The reaction mixture is poured into 100 ml of water, neutralized and the crude product is recrystallized from a mixture of ethanol and hexane. Thus 1.52 g of the desired compound are obtained, yield 64%. Mp.: 72°-73° C.

Workup

  1. customthe crude product is recrystallized from a mixture of ethanol and hexane

Sources & evidence

ORD record
ord-71b064fb08eb4986bdea8ba5795ec967
Source dataset
uspto-grants-1992_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05104884

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes