Hydrochloric Acid → HCID 21884536, compound

HRID 722605Notes

Reaction equation

HRID 722605 reaction equation
[OH-].[Li+].C[O:4][C:5]([C:7]1[CH:24]=[CH:23][C:10]2[N:11]=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=3)[O:13][C:9]=2[CH:8]=1)=[O:6].Cl>O.C1COCC1>[N+:20]([C:16]1[CH:15]=[C:14]([C:12]2[O:13][C:9]3[CH:8]=[C:7]([C:5]([OH:6])=[O:4])[CH:24]=[CH:23][C:10]=3[N:11]=2)[CH:19]=[CH:18][CH:17]=1)([O-:22])=[O:21]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 69585051HCID 69585051, compound

Product 1

HCID 21884536HCID 21884536, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A solution of lithium hydroxide (1.78 g, 65.0 mmol) in water (10 ml) was added to a solution of 2-(3-nitrophenyl)benzoxazole-6-carboxylic acid methyl ester (4.0 g, 14.8 mmol) in THF (30 ml). The reaction was heated to 60° C. for 4 h. The cooled reaction mixture was acidified with 2M HCl and the precipitate filtered, washed with water and dried under vacuum to give the subtitle compound (3.47 g, 92%). The product was used directly in the next step without purification.

Workup

  1. customThe cooled reaction mixture
  2. filtrationthe precipitate filtered
  3. washwashed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-d833bf9d39954a0196bd8df53bae8a9b
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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