Sulfuric Acid → HCID 178418369, compound

HRID 1637358Notes

Reaction equation

HRID 1637358 reaction equation
C(N(CC)CC)C.S(=O)(=O)(O)O.[C:13](#[N:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[N-:21]=[N+:22]=[N-:23].[Na+]>C1(C)C=CC=CC=1>[C:14]1([C:13]2[NH:23][N:22]=[N:21][N:20]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 7505BenzonitrileHCID 8471TriethylamineHCID 33557Sodium Azide

Product 1

HCID 178418369HCID 178418369, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
97.5 °C

Procedure

Into the same device as used in Example 1 were placed 6.58 g (0.065 mole) of triethylamine and 52 ml of toluene. To the mixture were added 3.19 g (0.033 mole) of concentrated sulfuric acid with stirring. Further added were 5.16 g (0.050 mole) of benzonitrile and 4.23 g (0.065 mole) of sodium azide. The mixture was heated to a temperature from 95 to 100° C. to undergo a reaction for 7 hours. The same subsequent treatment as in Example 1 was conducted, giving 7.11 g (0.049 mole) of 5-phenyl-1H-tetrazole (yield 97.3% based on benzonitrile).

Workup

  1. additionFurther added
  2. customa reaction for 7 hours

Sources & evidence

ORD record
ord-a054bc7a90bd47bdb94dd0fd4f14edbe
Source dataset
uspto-grants-2000_03
Patent number
US06040454

Reaction notes

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