Nitric Acid → HCID 13038256, compound

HRID 614910Notes

Reaction equation

HRID 614910 reaction equation
[CH:1]([NH:4][C:5]1[C:6]2[CH:13]=[CH:12][S:11][C:7]=2[N:8]=[CH:9][N:10]=1)([CH3:3])[CH3:2].[N+:14]([O-])([OH:16])=[O:15].C(=O)([O-])[O-].[Na+].[Na+]>S(=O)(=O)(O)O>[CH:1]([NH:4][C:5]1[C:6]2[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[S:11][C:7]=2[N:8]=[CH:9][N:10]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 10340Sodium CarbonateHCID 2808590HCID 2808590, compound

Product 1

HCID 13038256HCID 13038256, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Procedure

A mixture of 4-isopropylaminothieno[2,3-d]pyrimidine (4.0 g, prepared as described in Example 5) and concentrated sulphuric acid (20 ml) was cooled to 0° and treated dropwise with a mixture of concentrated nitric acid (2.2 ml) and concentrated sulphuric acid (2.0 ml) whilst maintaining the temperature below 12° C. The mixture was allowed to stir at room temperature for a further one hour, poured into icewater and neutralised with sodium carbonate. The precipitate was filtered off, washed with water and dried to give 4-isopropylamino-6-nitrothieno[2,3-d]pyrimidine (4.58 g, m.p. 200°) (Compound No. 134).

Workup

  1. temperaturewas cooled to 0°
  2. temperaturewhilst maintaining the temperature below 12° C
  3. additionpoured into icewater
  4. filtrationThe precipitate was filtered off
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-d55779759a564e24ae72639e1d162081
Source dataset
uspto-grants-1979_03
Patent number
US04146716

Reaction notes

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