Hexamethylenetetramine → HCID 11063024, compound

HRID 1978352Notes

Reaction equation

HRID 1978352 reaction equation
[Cl:1][C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[CH:5]=[CH:4][CH:3]=1.C1N2CN3CN(C2)CN1C3.[C:21](OCC)(=[O:23])C.O1CCCC1>C(O)(=O)C>[Cl:1][C:2]1[N:7]2[C:8]([CH:21]=[O:23])=[CH:9][N:10]=[C:6]2[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 4101HexamethylenetetramineHCID 109537225-Chloroimidazo[1,2-A]pyridineHCID 21939870Tetrahydrofuran ethyl acetate

Product 1

HCID 11063024HCID 11063024, compoundYield 37%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 5-chloroimidazo[1,2-a]pyridine (997 mg) and hexamethylenetetramine (1.8 g) in acetic acid (10 ml) was stirred at 90° C. for 5 hours. After the reaction mixture was allowed to cool, ethyl acetate-tetrahydrofuran (4/1; 200 ml) was added and the mixture was washed with saturated aqueous solution of sodium chloride. The organic layer was neutralized with 2N-aqueous solution of sodium hydroxide, dried over MgSO4, and concentrated. The resulting crystals were rinsed with diethyl ether to provide the title compound (440 mg, 37%).

Workup

  1. temperatureto cool
  2. washthe mixture was washed with saturated aqueous solution of sodium chloride
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. washThe resulting crystals were rinsed with diethyl ether

Sources & evidence

ORD record
ord-60990d2c51b04d02b60d7fd561fdce0f
Source dataset
uspto-grants-2001_05
Patent number
US06235731B1

Reaction notes

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