Hydrochloric Acid → HCID 135823915, compound

HRID 1263158Notes

Reaction equation

HRID 1263158 reaction equation
Cl.[N+:2]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]=[C:10]1[NH:15][C:16](=[O:18])[CH2:17][N:9]1[CH2:8]2)([O-])=O.Cl.[H][H]>C(O)C.[Pd]>[NH2:2][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]=[C:10]1[NH:15][C:16](=[O:18])[CH2:17][N:9]1[CH2:8]2

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 136353496HCID 136353496, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 135823915HCID 135823915, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a suspension of 9.18 g. (3.4×10-2 mole) of 7-Nitro-1,2,3,5-tetrahydroimidazo[2,1-b]-quinazolin-2-one hydrochloride in 95% ethanol (300 ml.) was added 10 ml. of concentrated hydrochloric acid and 0.45 g. of 10% Pd/C catalyst. The mixture was placed on a Paar hydrogenator, shaken until theoretical hydrogen absorbed, removed and water (150 ml.) added to effect dissolution of precipitate. The mixture was filtered under suction, the catalyst washed with 95% ethanol and the mixture evaporated to dryness yielding 9.02 g. of a yellow powder. Purification of the free base was effected yielding 7-Amino-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-2-one; m.p. >275°.

Workup

  1. additionTo a suspension of 9.18 g
  2. customabsorbed
  3. customremoved
  4. additionwater (150 ml.) added
  5. dissolutiondissolution of precipitate
  6. filtrationThe mixture was filtered under suction
  7. washthe catalyst washed with 95% ethanol
  8. customthe mixture evaporated to dryness
  9. customyielding 9.02 g
  10. customPurification of the free base

Sources & evidence

ORD record
ord-5b878e052c94434a982b2fa90e913417
Source dataset
uspto-grants-1984_06
Patent number
USRE031617

Reaction notes

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