Hydrazine hydrate (1:1) → HCID 178503311, compound

HRID 1376322Notes

Reaction equation

HRID 1376322 reaction equation
[N+:1]([C:4]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:5]=1[C:11](=O)[CH2:12][S:13][CH3:14])([O-:3])=[O:2].COC(OC)[N:19]([CH3:21])C.O.[NH2:25]N>>[CH3:14][S:13][C:12]1[C:11]([C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([Cl:10])[C:4]=2[N+:1]([O-:3])=[O:2])=[N:25][NH:19][CH:21]=1

Participants

4

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 78373Dimethylformamide dimethyl acetalHCID 22916502HCID 22916502, compound

Product 1

HCID 178503311HCID 178503311, compound

Conditions

Temperature
70 °C

Procedure

g (0.0061 mol) of 2'-nitro-3'-chloro-2-(methylthio)acetophenone are dissolved in 1.6 ml (0.012 mol) of N,N-dimethylformamide dimethyl acetal according to the procedure described in Example No. 1 and are heated at 70° C. and then, after isolation of the intermediate enaminone, are treated with 2 ml (0.042 mol) of hydrazine hydrate according to the procedure described in Example No. 1. After purification by passing through a silica column (heptane/ethyl acetate 75/25), 600 mg of the desired compound are obtained:

Workup

  1. customAfter purification
  2. customare obtained

Sources & evidence

ORD record
ord-a267c9adf0394cff90e6dccd34e026cc
Source dataset
uspto-grants-1997_09
Patent number
US05663119

Reaction notes

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