Triethylamine → HCID 14534078, compound

HRID 1904894Notes

Reaction equation

HRID 1904894 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1[S:13](Cl)(=[O:15])=[O:14])([O-:3])=[O:2].[C:17]1([N:23]2[C:27]([SH:28])=[N:26][N:25]=[N:24]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(N(CC)CC)C>O1CCCC1>[C:17]1([N:23]2[C:27]([S:28][S:13]([C:5]3[CH:6]=[CH:7][C:8]([N+:10]([O-:12])=[O:11])=[CH:9][C:4]=3[N+:1]([O-:3])=[O:2])(=[O:15])=[O:14])=[N:26][N:25]=[N:24]2)[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 74255Benzenesulfonyl chloride, 2,4-dinitro-HCID 1785279861-phenyltetrazole-5-thiol

Product 1

HCID 14534078HCID 14534078, compoundYield 40.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

In 100 ml of tetrahydrofuran were dissolved 10 g of 2,4-dinitrophenylsulfonyl chloride and 7.3 g of 1-phenyl-5-mercaptotetrazole and the solution obtiained was cooled to 0° C. Then, 4.1 g of triethylamine was gradually added dropwise to the solution. After one hour, the solvent was distilled off and the residue was crsytallized from a mixture of acetonitrile to provide 6.2 g of the desired product having a melting point of from 128° C. to 130° C.

Workup

  1. distillationthe solvent was distilled off
  2. additionthe residue was crsytallized from a mixture of acetonitrile

Sources & evidence

ORD record
ord-26d9f9ba1ced485e998068cfd406c825
Source dataset
uspto-grants-1989_06
Patent number
US04840887

Reaction notes

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