Hydrazine hydrate (1:1) → HCID 178425398, compound

HRID 2211173Notes

Reaction equation

HRID 2211173 reaction equation
O.[NH2:2][NH2:3].[Cl:4][C:5]1[C:10]([CH3:11])=[CH:9][CH:8]=[C:7]([Cl:12])[C:6]=1[NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20](=S)[NH2:21]>CO>[Cl:4][C:5]1[C:10]([CH3:11])=[CH:9][CH:8]=[C:7]([Cl:12])[C:6]=1[NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20]([NH:2][NH2:3])=[NH:21]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 15039190HCID 15039190, compound

Product 1

HCID 178425398HCID 178425398, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrazine hydrate (430 μl) is added dropwise to a room temperature solution of 2-[(2,6-dichloro-3-methylphenyl)amino]-benzene thioamide (1.71 g, 5.48 mmol) in 30 ml of methanol. The solution is stirred at room temperature under nitrogen for five hours, then concentrated in vacuo to half its original volume. This material is chromatographed, eluting with ethyl acetate:hexane (gradient of 1:1 to 3:1) to give 1.15 g (68%) of a glassy pale yellow solid. This material darkens and softens after two days at room temperature.

Workup

  1. concentrationconcentrated in vacuo to half its original volume
  2. customThis material is chromatographed
  3. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-3ac8ce654fc94dcdab6c8a79403c4c20
Source dataset
uspto-grants-1995_10
Patent number
US05462952

Reaction notes

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