Acetic Acid → HCID 135556896, compound

HRID 1288433Notes

Reaction equation

HRID 1288433 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH2:6][N:7]1[CH2:16][C:15](=[O:17])[NH:14][C:8]1=[N:9]2.C(O)(=O)C.[Br:22]Br>O>[Br:22][C:13]1[C:4]([CH2:3][O:2][CH3:1])=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]1[NH:14][C:15](=[O:17])[CH2:16][N:7]1[CH2:6]2

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 24408BromineHCID 1355568956-(Methoxymethyl)-5,10-dihydroimidazo[2,1-b]quinazolin-2(3H)-one

Product 1

HCID 135556896HCID 135556896, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a vigorously stirred solution of 1.87 g. (0.01 mole) of 6-methoxymethyl-1,2,3,5-tetrahydroimidazo[2,1-b]-quinazolin-2-one in 40 ml. of glacial acetic acid is added dropwise at room temperature 1.60 g. (0.01 mole) of bromine. The mixture is stirred at room temperature for one hour, water (50 ml.) is added and the volume concentrated (10-15 ml.) in vacuo. Additional water (50 ml.) is added, the solution made basic with ammonium hydroxice, warmed and the insoluble material filtered under suction. The colorless solid is washed with water, dried and crystallized from 50 ml. of 5% hydrochloric acid yielding the title product as a colorless solid. Purification is effected by crystallization from methanol/ether to yield the title product.

Workup

  1. concentrationthe volume concentrated (10-15 ml.) in vacuo
  2. additionAdditional water (50 ml.) is added
  3. temperaturewarmed
  4. filtrationthe insoluble material filtered under suction
  5. washThe colorless solid is washed with water
  6. customdried
  7. customcrystallized from 50 ml
  8. customPurification
  9. customis effected by crystallization from methanol/ether

Sources & evidence

ORD record
ord-3cb73cd4469f403290b89bdbb67b9da2
Source dataset
uspto-grants-1976_10
Patent number
US03988340

Reaction notes

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