Acetic Anhydride → HCID 19610602, compound

HRID 1602288Notes

Reaction equation

HRID 1602288 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[NH2:8][C:9]1[NH:13][N:12]=[C:11]([NH:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=2)[C:10]=1[C:23]#[N:24]>C1COCC1>[C:5]([NH:22][C:19]1[CH:18]=[CH:17][C:16]([CH2:15][NH:14][C:11]2[C:10]([C:23]#[N:24])=[C:9]([NH2:8])[NH:13][N:12]=2)=[CH:21][CH:20]=1)(=[O:7])[CH3:6]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 19610644HCID 19610644, compound

Product 1

HCID 19610602HCID 19610602, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

With stirring, a solution of 1.087 ml (11.5 mmol) of acetic anhydride in 20 ml of THF is added dropwise over a period of 15 minutes, to a suspension, cooled to 0° C., of 2.5 g (10.95 mmol) of 5-amino-3-(4-amino-benzylamino)-4-cyano-pyrazole in 50 ml of THF. The reaction mixture is stirred for a further 2 hours at RT, there initially being formed a solution from which crystalline product gradually precipitates. The reaction mixture is filtered and the filter residue is washed with THF and diethyl ether. Drying under a HV (8 hours, 110° C.) yields the title compound containing 21.06% THF; m.p. 124-126° C. (decomp.); FAB-MS: (M+H)+ 271 (C13H14N6O).

Workup

  1. stirringThe reaction mixture is stirred for a further 2 hours at RT
  2. customthere initially being formed a solution from which crystalline product
  3. customgradually precipitates
  4. filtrationThe reaction mixture is filtered
  5. washthe filter residue is washed with THF and diethyl ether
  6. customDrying under a HV (8 hours, 110° C.)

Sources & evidence

ORD record
ord-ae9c78e3b5c04799830f2b9279f322e6
Source dataset
uspto-grants-1999_11
Patent number
US05981533

Reaction notes

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