Ammonia → 3-(Pyridin-2-yl)-1,2,4-thiadiazol-5-amine

HRID 2190311Notes

Reaction equation

HRID 2190311 reaction equation
Cl[C:2]1[S:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[N:3]=1.[NH3:13]>CCO>[N:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[C:4]1[N:3]=[C:2]([NH2:13])[S:6][N:5]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 463184652-(5-Chloro-[1,2,4]thiadiazol-3-yl)-pyridine

Product 1

HCID 216889953-(Pyridin-2-yl)-1,2,4-thiadiazol-5-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-(5-chloro-1,2,4-thiadiazol-3-yl)pyridine in 2 M ammonia in EtOH (10 ml) was heated overnight at 70° C. Volatiles were removed by concentration under reduced pressure. Purification by chromatography on silica (eluted with 0->10% MeOH/CH2Cl2+0->1% NH4OH) gave 3-(pyridin-2-yl)-1,2,4-thiadiazol-5-amine.

Workup

  1. customVolatiles were removed by concentration under reduced pressure
  2. customPurification by chromatography on silica (eluted with 0->10% MeOH/CH2Cl2+0->1% NH4OH)

Sources & evidence

ORD record
ord-0cc53435479649bb8fc0290cc97b7da6
Source dataset
uspto-grants-2012_12
Patent number
US08324396B2

Reaction notes

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