Hydrochloric Acid → N-(n-butyl)-2-[4-(5-trifloromethyl-2-pyridyloxy)phenoxy]-propionic acid amide

HRID 1589714Notes

Reaction equation

HRID 1589714 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:4]=[CH:5][C:6]([O:9][C:10]2[CH:22]=[CH:21][C:13]([O:14][CH:15]([CH3:20])[C:16](OC)=[O:17])=[CH:12][CH:11]=2)=[N:7][CH:8]=1.[CH2:25]([NH2:29])[CH2:26][CH2:27][CH3:28].Cl>C1C=CC=CC=1>[CH2:25]([NH:29][C:16](=[O:17])[CH:15]([O:14][C:13]1[CH:12]=[CH:11][C:10]([O:9][C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:23])[F:24])=[CH:8][N:7]=2)=[CH:22][CH:21]=1)[CH3:20])[CH2:26][CH2:27][CH3:28]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8007ButylamineHCID 155294Fluazifop-methyl

Product 1

HCID 13731254N-(n-butyl)-2-[4-(5-trifloromethyl-2-pyridyloxy)phenoxy]-propionic acid amide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A mixture containing 17.1 g (0.05 mol) of methyl 2-[4-(5-trifluoromethyl-2-pyridyloxy)-phenoxy]-propionate and 7.3 g (0.1 mol) of n-butylamine is heated at 80°-85° C. for 6 hours while stirring, then cooled and diluted with 50 ml of benzene. The benzene solution is shaken with 5% aqueous hydrochloric acid solution and then washed with water to acid-free. After separation the organic phase is dried over anhydrous sodium sulfate and evaporated to dryness. The crude product can be recrystallized from a mixture of benzene with petroleum ether (b.p. 70° C.) The compounds Nos. 1, 6, 7 and 8 are similarly prepared from the corresponding starting materials.

Workup

  1. temperatureis heated at 80°-85° C. for 6 hours
  2. temperaturecooled
  3. washwashed with water to acid-free
  4. customAfter separation the organic phase
  5. dry with materialis dried over anhydrous sodium sulfate
  6. customevaporated to dryness
  7. customThe crude product can be recrystallized from a mixture of benzene with petroleum ether (b.p. 70° C.) The compounds Nos
  8. custom1, 6, 7 and 8 are similarly prepared from the corresponding starting materials

Sources & evidence

ORD record
ord-38bdc57dbfaf40bea8a3a28732993448
Source dataset
uspto-grants-1993_04
Patent number
US05199970

Reaction notes

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