Hydrochloric Acid → HCID 14835401, compound

HRID 1199024Notes

Reaction equation

HRID 1199024 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]([C:8]2[CH:9]=[C:10]([CH2:17][C:18]([NH2:20])=[O:19])[CH:11]=[CH:12][C:13]=2[N+:14]([O-])=[O:15])=O)=[CH:4][CH:3]=1.[Sn].Cl>O1CCCC1>[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]2[O:15][N:14]=[C:13]3[CH:12]=[CH:11][C:10]([CH2:17][C:18]([NH2:20])=[O:19])=[CH:9][C:8]=23)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 5352426Tin atomHCID 14835388HCID 14835388, compound

Product 1

HCID 14835401HCID 14835401, compoundYield 14%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 400 mg (0.00125 mole) of 3-(4-chlorobenzoyl)-4-nitrobenzene acetamide in 20 ml of tetrahydrofuran was warmed to 50° C. and treated with 1 g of tin powder and 1 ml of concentrated hydrochloric acid. The mixture was stirred for 1 hr, then filtered. The filtrate was poured into water and the solid was collected and recrystallized from ethanol-isopropanol to give 50 mg (14%) of light-yellow crystals, m.p. 242.0°-43.5° C.

Workup

  1. filtrationfiltered
  2. additionThe filtrate was poured into water
  3. customthe solid was collected
  4. customrecrystallized from ethanol-isopropanol

Sources & evidence

ORD record
ord-7f185ec6d93d480b92460cb498c51aaa
Source dataset
uspto-grants-1990_02
Patent number
US04898874

Reaction notes

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