Nitric Acid → HCID 57781693, compound

HRID 2272933Notes

Reaction equation

HRID 2272933 reaction equation
S(=O)(=O)(O)O.[N+:6]([O-:9])(O)=[O:7].[NH:10]1[C:15]2[CH:16]=[CH:17][S:18][C:14]=2[C:13](=[O:19])[NH:12][C:11]1=[O:20]>>[N+:6]([C:17]1[S:18][C:14]2[C:13](=[O:19])[NH:12][C:11](=[O:20])[NH:10][C:15]=2[CH:16]=1)([O-:9])=[O:7]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 7059273Thieno(3,2-d)pyrimidine-2,4(1H,3H)-dione

Product 1

HCID 57781693HCID 57781693, compoundYield 61%

Procedure

A stirred mixture of concentrated sulphuric acid (98%, 270 ml) and fuming nitric acid (270 ml) at 0° C. was treated portionwise with Example 1 (90 g, 530 mmol). Upon complete dissolution, stirring was continued at room temperature for a further 20 min. The solution was added slowly to vigorously stirred ice/water (2000 ml). After 30 min stirring at room temperature, a yellow solid was filtered, washed with water and dried in vacuo at 40° C. to give the title compound in 61% yield, >95% purity. LC-MS m/z=251.0 [M+H]+; RT=2.92; LC-MS method 1. 1H NMR: δH (400 MHz, D6-DMSO) 7.66 (1H, s), 11.71 (1H, b), 11.79 (1H, b).

Workup

  1. dissolutionUpon complete dissolution
  2. stirringAfter 30 min stirring at room temperature
  3. filtrationa yellow solid was filtered
  4. washwashed with water
  5. customdried in vacuo at 40° C.

Sources & evidence

ORD record
ord-fd5aa79e3dde4c13b5b04891a5652255
Source dataset
uspto-grants-2015_09
Patent number
US09120807B2

Reaction notes

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