3-Chloro-2-hydrazinylpyridine → HCID 51050602, compound

HRID 524131Notes

Reaction equation

HRID 524131 reaction equation
[CH2:1]([O:8][CH2:9][C:10]#[C:11][C:12](=[O:17])[C:13]([Cl:16])([Cl:15])[Cl:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:18][C:19]1[C:20]([NH:25][NH2:26])=[N:21][CH:22]=[CH:23][CH:24]=1>C(OC)(C)(C)C>[CH2:1]([O:8][CH2:9][C:10]1[CH2:11][C:12]([C:13]([Cl:16])([Cl:15])[Cl:14])([OH:17])[N:25]([C:20]2[C:19]([Cl:18])=[CH:24][CH:23]=[CH:22][N:21]=2)[N:26]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 5561003-Chloro-2-hydrazinylpyridineHCID 51050601HCID 51050601, compound

Product 1

HCID 51050602HCID 51050602, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Conditions

Temperature
30 °C

Procedure

5-(Benzyloxy)-1,1,1-trichloropent-3-yn-2-one (2.9 g, 0.01 mol) and 3-chloro-2-hydrazinopyridine (1.43 g, 0.01 mol) were initially charged in 20 ml of methyl tert-butyl ether (exothermic), and the mixture was stirred at 30° C. for a further 1 h. The solvent was concentrated by rotary evaporation and the resulting mixture was analysed by means of LC/MS. Only one isomer at m/e 435 was identified. The yield was 94%, the purity 92% (area percent).

Workup

  1. concentrationThe solvent was concentrated by rotary evaporation

Sources & evidence

ORD record
ord-664c672d9d324348a9116097e3308c46
Source dataset
uspto-grants-2016_05
Patent number
US09340526B2

Reaction notes

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