Dinitrofluorobenzene → 1-(2-Acetamidoethyl)-5-(2,4-dinitrophenylthio)tetrazole

HRID 426715Notes

Reaction equation

HRID 426715 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1F)([O-:3])=[O:2].[C:14]([NH:17][CH2:18][CH2:19][N:20]1[C:24]([SH:25])=[N:23][N:22]=[N:21]1)(=[O:16])[CH3:15].C(N(CC)CC)C>CC(C)=O>[C:14]([NH:17][CH2:18][CH2:19][N:20]1[C:24]([S:25][C:5]2[CH:6]=[CH:7][C:8]([N+:10]([O-:12])=[O:11])=[CH:9][C:4]=2[N+:1]([O-:3])=[O:2])=[N:23][N:22]=[N:21]1)(=[O:16])[CH3:15]

Participants

5

Reactant 3

HCID 6264DinitrofluorobenzeneHCID 8471TriethylamineHCID 178474869HCID 178474869, compound

Product 1

HCID 203828141-(2-Acetamidoethyl)-5-(2,4-dinitrophenylthio)tetrazole

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A solution of 9.3 g (0.050 mol) of 2,4-dinitrofluorobenzene in 50 ml of acetone was added to a solution of 9.35 g (0.050 mol) of 1-(2-acetamidoethyl)tetrazole-5-thiol and 6.85 ml (0.050 mol) of triethylamine in 100 ml of acetone and the reaction mixture was stirred for 1 hour. The solid material was collected by filtration and recrystallized from acetonitrile to give 1-(2-acetamidoethyl)-5-(2,4-dinitrophenylthio)tetrazole, mp 197°-198°.

Workup

  1. filtrationThe solid material was collected by filtration
  2. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-8e30a8f8bf0b4221bb9bc578d9b7d518
Source dataset
uspto-grants-1979_10
Patent number
US04171362

Reaction notes

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