Nitrite → HCID 54532968, compound

HRID 1284888Notes

Reaction equation

HRID 1284888 reaction equation
[N:1]1[C:13]2[C:12]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=3[NH:6][C:5]=2[CH:4]=[N:3][C:2]=1[C:14]([NH:16][NH2:17])=[O:15].[N:18]([O-])=O.[Na+].N([O-])=O.C(=O)([O-])[O-].[Na+].[Na+]>C(O)(=O)C.O>[N:1]1[C:13]2[C:12]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=3[NH:6][C:5]=2[CH:4]=[N:3][C:2]=1[C:14]([N:16]=[N+:17]=[N-:18])=[O:15]

Participants

7

Reactant 4

HCID 946NitriteHCID 10340Sodium CarbonateHCID 13321938HCID 13321938, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 54532968HCID 54532968, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Conditions

Temperature
0 °C

Procedure

Under heating, 0.3 g of 5H-pyrimido[5,4-b]indole-2-carboxylic acid hydrazide (Example 5) is dissolved in a mixture of 6 ml of glacial acetic acid and 2.4 ml of water. Then, a solution of 0.33 g of sodium nitrite in 1 ml of water is added gradually thereto at 0° C. After adding the nitrite, the mixture is stirred for another 4 hours at 0° C., thereafter rendered alkaline with sodium carbonate solution, and the thus-crystallized 5H-pyrimido[5,4-b]indole-2-carboxylic acid azide is vacuum-filtered. The yield is 0.3 g.

Workup

  1. temperatureUnder heating
  2. customat 0° C
  3. filtrationthe thus-crystallized 5H-pyrimido[5,4-b]indole-2-carboxylic acid azide is vacuum-filtered

Sources & evidence

ORD record
ord-99725accd21d4467bf5da43186f57439
Source dataset
uspto-grants-1986_01
Patent number
US04564610

Reaction notes

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