Allyl Isothiocyanate → 4-Allyl-3-hydroxy-5-[(5-nitrothien-2-yl)mercapto]-1,2,4-triazole

HRID 1422017Notes

Reaction equation

HRID 1422017 reaction equation
[CH2:1](N=C=S)C=C.[CH2:7]([N:10]1[C:14]([SH:15])=[N:13][N:12]=[C:11]1[OH:16])[CH:8]=[CH2:9].Br[C:18]1[S:19][C:20]([N+:23]([O-:25])=[O:24])=[CH:21]N=1>>[CH2:7]([N:10]1[C:14]([S:15][C:18]2[S:19][C:20]([N+:23]([O-:25])=[O:24])=[CH:21][CH:1]=2)=[N:13][N:12]=[C:11]1[OH:16])[CH:8]=[CH2:9]

Participants

4

Reactant 3

HCID 5971Allyl IsothiocyanateHCID 182112-Bromo-5-nitrothiazoleHCID 178456608HCID 178456608, compound

Product 1

HCID 1784566094-Allyl-3-hydroxy-5-[(5-nitrothien-2-yl)mercapto]-1,2,4-triazole

Procedure

The title compound was prepared in a similar manner described in Example 5 starting with allyl isothiocyanate. 4-Allyl-3-hydroxy-5-mercapto-1,2,4-triazole was reacted with 2-bromo-5-nitrothiazole as in Example 5. Crystallization from ethanol and water gave 4-allyl-3-hydroxy-5-[(5-nitrothien-2-yl)mercapto]-1,2,4-triazole as a yellow solid.

Workup

  1. customThe title compound was prepared in a similar manner
  2. customCrystallization from ethanol and water

Sources & evidence

ORD record
ord-8ba46a34ee0d446e98f8748acb479950
Source dataset
uspto-grants-2000_06
Patent number
US06080772

Reaction notes

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