Hydrochloric Acid → HCID 68474040, compound

HRID 2239904Notes

Reaction equation

HRID 2239904 reaction equation
[C:1]([CH2:3][C:4]([NH:6][N:7]1[CH:11]=[CH:10][N:9]=[C:8]1[C:12]([O:14]CC)=O)=[O:5])#[N:2].C(N1CCCC(NC2C=C(N(CC3C=CC(OC)=CC=3)C3C=CC=CC=3)C3N(C(C#N)=CN=3)N=2)C1)C1C=CC=CC=1.CC(C)([O-])C.[K+].Cl>C1COCC1.O1CCOCC1>[O:5]=[C:4]1[NH:6][N:7]2[CH:11]=[CH:10][N:9]=[C:8]2[C:12](=[O:14])[CH:3]1[C:1]#[N:2]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 23665647Potassium tert-butoxideHCID 68481210HCID 68481210, compoundHCID 68481761HCID 68481761, compound

Product 1

HCID 68474040HCID 68474040, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

In a 40 ml reaction vial was added ethyl 1-(2-cyanoacetamido)-1H-imidazole-2-carboxylate (3.00 g, 13.50 mmol) prepared as described in (1b) and THF (2 ml). The mixture was cooled to 0° C. and potassium tert-butoxide (40.5 ml, 40.5 mmol) was added dropwise. The mixture was stirred at room temperature for 16 hours. 4.0 M HCl (10.13 ml, 40.5 mmol) in dioxane was added and the mixture was stirred for 30 min. The volatiles were evaporated to provide 6,8-dioxo-5,6,7,8-tetrahydroimidazo[1,2-b]pyridazine-7-carbonitrile which was used without purification in the following step. m/z=(177, M+1).

Workup

  1. customIn a 40 ml reaction
  2. customprepared
  3. stirringthe mixture was stirred for 30 min
  4. customThe volatiles were evaporated

Sources & evidence

ORD record
ord-d68b5a5f637046ae8c59eca99feb8b8c
Source dataset
uspto-grants-2010_05
Patent number
US07723336B2

Reaction notes

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