Hydrazine hydrate (1:1) → HCID 178434638, compound

HRID 57238Notes

Reaction equation

HRID 57238 reaction equation
[Br:1][C:2]1[CH:17]=[CH:16][C:5]2[N:6]=[C:7]([C:9](=[C:12](OC)[CH3:13])[C:10]#[N:11])[S:8][C:4]=2[CH:3]=1.O.[NH2:19][NH2:20]>CO>[Br:1][C:2]1[CH:17]=[CH:16][C:5]2[N:6]=[C:7]([C:9]3[C:12]([CH3:13])=[N:20][NH:19][C:10]=3[NH2:11])[S:8][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 667681932-(6-Bromobenzothiazol-2-yl)-3-methoxybut-2-enenitrile

Product 1

HCID 178434638HCID 178434638, compoundYield 5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-(6-bromobenzothiazol-2-yl)-3-methoxybut-2-enenitrile (0.96 g, 3.1 mmol) and hydrazine hydrate (0.3 mL, 5.4 mmol) in methanol (30 mL) was heated to reflux overnight. The reaction was then cooled to room temperature. The resulting solid was isolated by filtration and was purified by flash chromatography to yield the title product. MS (m/z, ES+): 308.9 (Br79M+1, 100%), 310.9 (Br81 M+1, 100%). Yield=5%.

Workup

  1. temperatureto reflux overnight
  2. customThe resulting solid was isolated by filtration
  3. customwas purified by flash chromatography

Sources & evidence

ORD record
ord-12b0a0ebb1254a1a950e98de787e1ebf
Source dataset
uspto-grants-2016_09
Patent number
US09434720B2

Reaction notes

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