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

HRID 407297Notes

Reaction equation

HRID 407297 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-4e2fc4d333084e0a8d5c1084ab90a73f
Source dataset
uspto-grants-2014_06
Patent number
US08754233B2

Reaction notes

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