Methane → HCID 13051711, compound

HRID 127916Notes

Reaction equation

HRID 127916 reaction equation
Cl.[Cl-].[S:3]1[C:15]2[C:14]3[CH:13]=[N:12][CH:11]=[CH:10][C:9]=3[CH:8]=[CH:7][C:6]=2[N:5]=[S+]1.S(=O)(=O)(O)O.[N:21]([O-])=O.[Na+].C>O>[S:3]1[C:15]2[C:14]3[CH:13]=[N:12][CH:11]=[CH:10][C:9]=3[CH:8]=[CH:7][C:6]=2[N:5]=[N:21]1

Participants

6

Reactant 4

HCID 297MethaneHCID 1118Sulfuric AcidHCID 23668193Sodium NitriteHCID 178478519HCID 178478519, compound

Product 1

HCID 13051711HCID 13051711, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 2.4 g. (0.009 mole) of the above hydrochloride in 50 ml. of 50% aqueous sulfuric acid was cooled to 0° C. and treated with a solution of 0.97 g. (0.014 mole) of sodium nitrite in 10 ml. of water. The mixture was stirred at 0° C. for two hours, poured into ice water, treated with charcoal, filtered, basified with ammonium hydroxide and extracted with ether. The combined ether extracts were dried, treated with charcoal, filtered and partly concentrated to yield [1,2,3]thiadiazolo[4,5-h]isoquinoline, melting point 150°-153° C.

Workup

  1. additiontreated with a solution of 0.97 g
  2. filtrationfiltered
  3. extractionextracted with ether
  4. dry with materialThe combined ether extracts were dried
  5. additiontreated with charcoal
  6. filtrationfiltered
  7. concentrationpartly concentrated

Sources & evidence

ORD record
ord-1a9c8b2b925d4d14850186ec9be3932b
Source dataset
uspto-grants-1981_03
Patent number
US04258049

Reaction notes

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