Trifluoroacetic acid → HCID 69018454, compound

HRID 491665Notes

Reaction equation

HRID 491665 reaction equation
C(O)(C(F)(F)F)=O.Cl[C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]=[CH:11][CH:10]=1.[NH2:19][C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[C:22]([N+:27]([O-:29])=[O:28])[CH:21]=1>CC(O)C>[N+:27]([C:22]1[CH:21]=[C:20]([NH:19][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]=[CH:11][CH:10]=2)[CH:25]=[CH:24][C:23]=1[OH:26])([O-:29])=[O:28]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 691404-ChloroquinolineHCID 34174194-Amino-2-Nitrophenol

Product 1

HCID 69018454HCID 69018454, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
130 °C

Procedure

TFA (0.57 mL) was added to a suspension of 4-chloroquinoline (0.48 mg, 2.9 mmol) and 4-amino-2-nitrophenol (0.45 g, 2.9 mmol) in i-PrOH (4 mL) was added at RT. The reaction was heated to 130° C. in a sealed tube for 2 h. A solid precipitated upon cooling. The solid was filtered out and washed with i-PrOH to give 2-nitro-4-(quinolin-4-ylamino)-phenol.

Workup

  1. additionwas added at RT
  2. customA solid precipitated
  3. temperatureupon cooling
  4. filtrationThe solid was filtered out
  5. washwashed with i-PrOH

Sources & evidence

ORD record
ord-d147708c38884f24a17fa4db806b74d8
Source dataset
uspto-grants-2009_05
Patent number
US07531553B2

Reaction notes

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