Nitric Acid → HCID 178458519, compound

HRID 2082754Notes

Reaction equation

HRID 2082754 reaction equation
[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[NH:16][C:15](=[O:17])[C:14]([C:18]2[NH:22][N:21]=[N:20][N:19]=2)=[CH:13][N:12]=1)[CH2:2][CH3:3].[N+:23]([O-])([OH:25])=[O:24].S(=O)(=O)(O)O>>[N+:23]([C:8]1[CH:9]=[CH:10][C:5]([O:4][CH2:1][CH2:2][CH3:3])=[C:6]([C:11]2[NH:16][C:15](=[O:17])[C:14]([C:18]3[NH:22][N:21]=[N:20][N:19]=3)=[CH:13][N:12]=2)[CH:7]=1)([O-:25])=[O:24]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 178458297HCID 178458297, compound

Product 1

HCID 178458519HCID 178458519, compoundYield 61.5%

Procedure

2-(2-n-Propoxyphenyl)-5-(5-1H-tetrazolyl)pyrimidin-4(3H)-one (1.03 g., 3.46 mmoles) was added over a period of 20 minutes to a cooled (5°) mixture of 70% nitric acid (1.7 ml., 26.9 mmoles) and concentrated sulfuric acid (2 ml.). The mixture was allowed to stand at room temperature for 2 hours. The mixture was poured onto ice-water (200 ml.). The precipitate was recrystallized from 2-methoxyethanol to give the title compound (0.73 g., 61.3%), m.p. 251°-252° (decomp).

Workup

  1. temperaturea cooled
  2. additionThe mixture was poured onto ice-water (200 ml.)
  3. customThe precipitate was recrystallized from 2-methoxyethanol

Sources & evidence

ORD record
ord-4be9b3f4977c4f4dbd4393a5f9b0b37c
Source dataset
uspto-grants-1978_04
Patent number
US04082751

Reaction notes

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