Hydrochloric Acid → HCID 178507519, compound

HRID 1609286Notes

Reaction equation

HRID 1609286 reaction equation
C[O:2][C:3]1[C:4]([C:17]2[NH:21][N:20]=[N:19][N:18]=2)=[C:5]([S:9][C:10]2[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=2[NH2:12])[CH:6]=[CH:7][CH:8]=1.Cl>CN(C)C=O>[NH2:12][C:11]1[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=1[S:9][C:5]1[C:4]([C:17]2[NH:21][N:20]=[N:19][N:18]=2)=[C:3]([OH:2])[CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178491646HCID 178491646, compound

Product 1

HCID 178507519HCID 178507519, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 14 ml of 1.4M sodium ethylthiolate in N,N-dimethylformamide was dissolved 0.6 g of 2-[3-methoxy-2-(1H-tetrazol-5-yl)phenylthio]aniline (prepared by the process described in Reference Example 7) and the solution was refluxed for 6 hours. To the reaction mixture was added ice-water and the mixture was acidified weakly with diluted hydrochloric acid and extracted with ether. The ether layer was washed with water, dried over magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography using 5% methanol-chloroform as the eluent to give 0.2 g of the title compound as white crystals, m.p. 220°-225° C. (decomp.)

Workup

  1. customprepared by the process
  2. temperaturewas refluxed for 6 hours
  3. extractionextracted with ether
  4. washThe ether layer was washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-4a459b62def941b49b32af249a51e594
Source dataset
uspto-grants-1995_03
Patent number
US05399703

Reaction notes

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