Ammonium Hydroxide → HCID 20394583, compound

HRID 26060Notes

Reaction equation

HRID 26060 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:12]([S:15][CH3:16])=[N:13][CH:14]=[C:10]3[CH2:9][N:8]=[C:7]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[F:23])[C:6]=2[CH:24]=1.[OH-:25].[NH4+]>C(O)(=O)C.OO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:12]([S:15]([CH3:16])=[O:25])=[N:13][CH:14]=[C:10]3[CH2:9][N:8]=[C:7]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[F:23])[C:6]=2[CH:24]=1

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 20394592HCID 20394592, compound

Product 1

HCID 20394583HCID 20394583, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 784Hydrogen PeroxideSolvent

Procedure

A solution of 450 mg (1.25 mmol) of the end product of Example 25 in 10 ml of acetic acid and 1 ml of 30% hydrogen peroxide was allowed to stand at room temperature overnight. The solution was treated with ice and ammonium hydroxide; the resulting solid was collected, washed with water, dissolved in methylene chloride, treated with anhydrous sodium sulfate and charcoal, filtered and evaporated in vacuo to a white foam, mp 95°-110°: Ir (KBr) 1610, 1480 and 1047 cm-1 ; nmr (CDCl3) 2.95 (s, 3H), 4.15 (d, J=13 Hz, 1H), 5.25 (d, J=13 Hz, 1H), 6.95-8.40 (m, aromatic, 8H); uv λ max 219 nm (ε=37500), infl. 243 (20000); sh. 265 (13700), infl. 305 (1200); mass spectrum m/e 373 (M+).

Workup

  1. customthe resulting solid was collected
  2. washwashed with water
  3. dissolutiondissolved in methylene chloride
  4. additiontreated with anhydrous sodium sulfate and charcoal
  5. filtrationfiltered
  6. customevaporated in vacuo to a white foam, mp 95°-110°

Sources & evidence

ORD record
ord-3fb58d8b5a0e402f9059a3314d48d824
Source dataset
uspto-grants-1979_04
Patent number
US04147875

Reaction notes

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