Hexamethylenetetramine → HCID 15745423, compound

HRID 1612789Notes

Reaction equation

HRID 1612789 reaction equation
C1N2CN3CN(C2)C[N:2]1C3.Br[CH2:12][CH2:13][N:14]1[C:18]2=[N:19][CH:20]=[CH:21][CH:22]=[C:17]2[O:16][C:15]1=[O:23]>C(Cl)(Cl)Cl>[NH2:2][CH2:12][CH2:13][N:14]1[C:18]2=[N:19][CH:20]=[CH:21][CH:22]=[C:17]2[O:16][C:15]1=[O:23]

Participants

4

Reactant 2

HCID 4101HexamethylenetetramineHCID 103771063-(2-Bromoethyl)oxazolo[4,5-b]pyridin-2(3H)-one

Product 1

HCID 15745423HCID 15745423, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

0.013 mol of hexamethylenetetramine, dissolved beforehand in 20 cm3 of chloroform, and 0.01 mol of 3-(2-bromoethyl)-3H-oxazolo[4,5-b]pyridin-2-one, dissolved beforehand in 15 cm3 of chloroform, are introduced into a round-bottomed flask placed under argon and surmounted by a condenser The mixture is heated to reflux for one week. The product is drained and dried. The precipitate is introduced into a ground-necked 250-cm3 flask equipped with a reflux condenser, and 50 cm3 of absolute alcohol and 10 cm3 of concentrated hydrochloric acid are added. The mixture is heated to reflux for two hours with magnetic stirring. The solvent is evaporated off on a water bath under vacuum and the product is recrystallized in alcohol at 95° C.

Workup

  1. additionare introduced into a round-bottomed flask
  2. customsurmounted by a condenser
  3. temperatureThe mixture is heated
  4. temperatureto reflux for one week
  5. customdried
  6. additionThe precipitate is introduced into a ground-necked 250-cm3 flask
  7. customequipped with a reflux condenser
  8. addition50 cm3 of absolute alcohol and 10 cm3 of concentrated hydrochloric acid are added
  9. temperatureThe mixture is heated
  10. temperatureto reflux for two hours with magnetic stirring
  11. customThe solvent is evaporated off on a water bath under vacuum
  12. customthe product is recrystallized in alcohol at 95° C.

Sources & evidence

ORD record
ord-ad1a083c86304d15bbf21c63ef54f48c
Source dataset
uspto-grants-1993_03
Patent number
US05190960

Reaction notes

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