Water → HCID 10428321, compound

HRID 1061847Notes

Reaction equation

HRID 1061847 reaction equation
[Br:1]Br.[OH:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[C:10]([C:14]1[O:15][C:16]3[CH:22]=[C:21]([OH:23])[CH:20]=[CH:19][C:17]=3[N:18]=1)=[CH:9][CH:8]=[CH:7]2.O>C(O)(=O)C>[Br:1][C:5]1[C:4]([OH:3])=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]=[CH:8][CH:9]=[C:10]2[C:14]1[O:15][C:16]2[CH:22]=[C:21]([OH:23])[CH:20]=[CH:19][C:17]=2[N:18]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 10062042595566-69-1

Product 1

HCID 10428321HCID 10428321, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

Bromine (86 mg, 0.54 mmol) in acetic acid (2 mL) was added dropwise into solution of 2-(6-hydroxy-1-naphthyl)-1,3-benzoxazol-6-ol (0.15 g, 0.54 mmol) and acetic acid (9 mL). The reaction mixture was stirred for 2 h, poured into water and the precipitated solid filtered and dried. The product was recrystallized from acetone/EtOAc to give a yellow solid, m.p. 221-223° C.; MS m/e 354 (M−H)+

Workup

  1. filtrationthe precipitated solid filtered
  2. customdried
  3. customThe product was recrystallized from acetone/EtOAc
  4. customto give a yellow solid, m.p. 221-223° C.

Sources & evidence

ORD record
ord-969e338062584f16b12188a7a26a4e37
Source dataset
uspto-grants-2005_11
Patent number
US06960607B2

Reaction notes

Loading…