Water → HCID 21831684, compound

HRID 1601636Notes

Reaction equation

HRID 1601636 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[CH:19]=[CH:18][C:6]2=[N:7][N:8]([C:10]3[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][C:11]=3[OH:17])[N:9]=[C:5]2[CH:4]=1.C(N(CC)CC)C.[CH2:29]([CH:31]([CH2:35][CH2:36][CH2:37][CH3:38])[C:32](Cl)=[O:33])[CH3:30].O>C1(C)C=CC=CC=1>[F:21][C:2]([F:1])([F:20])[C:3]1[CH:19]=[CH:18][C:6]2=[N:7][N:8]([C:10]3[CH:15]=[CH:14][C:13]([NH:16][C:32](=[O:33])[CH:31]([CH2:29][CH3:30])[CH2:35][CH2:36][CH2:37][CH3:38])=[CH:12][C:11]=3[OH:17])[N:9]=[C:5]2[CH:4]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 791032-Ethylhexanoyl chlorideHCID 21831674HCID 21831674, compound

Product 1

HCID 21831684HCID 21831684, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

To a mixture of 4 g of 5-trifluoromethyl-2-(2-hydroxy-4-aminophenyl)-2H-benzotriazole and 1.4 g of triethylamine in 75 mL of toluene is added dropwise a mixture of 2-ethylhexanoyl chloride in 125 mL of toluene. The resulting mixture is treated with 100 mL of water and the crude product formed is purified by column chromatography to give 1.9 g of the title compound melting at 179-181° C. The structure is confirmed by nmr.

Workup

  1. additionis added dropwise
  2. customthe crude product formed
  3. customis purified by column chromatography

Sources & evidence

ORD record
ord-e30e98ac8d9446069fe80419d80d41ad
Source dataset
uspto-grants-1999_11
Patent number
US05977219

Reaction notes

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