Ammonia → 4-[4(3-Amino-2-hydroxypropoxy)phenyl]-1,2,3-thiadiazole

HRID 1579055Notes

Reaction equation

HRID 1579055 reaction equation
[O:1]1[CH2:16][CH:2]1[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:12]=[N:13][S:14][CH:15]=2)=[CH:7][CH:6]=1.[NH3:17]>C(O)C>[NH2:17][CH2:16][CH:2]([OH:1])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:12]=[N:13][S:14][CH:15]=2)=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 27371034-[4-(Oxiran-2-ylmethoxy)phenyl]-1,2,3-thiadiazole

Product 1

HCID 215575964-[4(3-Amino-2-hydroxypropoxy)phenyl]-1,2,3-thiadiazole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 200 mg. of 4-[4(2,3-epoxypropoxy) phenyl]-1,2,3-thiadiazole in 10 ml. of anhydrous ethanol is saturated with ammonia and the reaction mixture is maintained at room temperature for 16 hours. The reaction mixture is then evaporated to dryness under vacuo, to yield the crude 4-[4(3-amino-2-hydroxypropoxy)phenyl]-1,2,3-thiadiazole, which can be further purified by thin layer chromatography.

Workup

  1. customThe reaction mixture is then evaporated to dryness under vacuo

Sources & evidence

ORD record
ord-3e6724cf9771496f91d46c0605645b5c
Source dataset
uspto-grants-1976_02
Patent number
US03940407

Reaction notes

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