Acetic Acid → 1-(2-Carboxybenzylidene)-2-(benzoxazol-2-yl)-2-methylhydrazine

HRID 2058783Notes

Reaction equation

HRID 2058783 reaction equation
O1C2C=CC=CC=2N=C1.[C:10]([C:13]1[CH:32]=[CH:31][CH:30]=[CH:29][C:14]=1[C:15]([NH:17][N:18]([C:20]1[O:21][C:22]2[CH:28]=[CH:27][CH:26]=[CH:25][C:23]=2[N:24]=1)[CH3:19])=O)([OH:12])=[O:11].C(O)(=O)C.C(C1C=CC=CC=1C=O)(O)=O>O>[C:10]([C:13]1[CH:32]=[CH:31][CH:30]=[CH:29][C:14]=1[CH:15]=[N:17][N:18]([C:20]1[O:21][C:22]2[CH:28]=[CH:27][CH:26]=[CH:25][C:23]=2[N:24]=1)[CH3:19])([OH:12])=[O:11]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 8406Phthalaldehydic acidHCID 9228BenzoxazoleHCID 12961629HCID 12961629, compound

Product 1

HCID 540234581-(2-Carboxybenzylidene)-2-(benzoxazol-2-yl)-2-methylhydrazine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred suspension of 1.6 g. of the benzoxazole intermediate product of Example 1 in 50 ml. of glacial acetic acid is added 1.5 g. of 2-carboxybenzaldehyde. After a few minutes the mixture becomes homogeneous, then quickly thickens as a new precipitate forms. Stirring is continued for 16 hours, water is added, and the solid is filtered, washed with water and dried to give 2.5 g. of product, m.p. 253°-5°.

Workup

  1. additionTo a stirred suspension of 1.6 g
  2. waitAfter a few minutes the mixture becomes homogeneous
  3. filtrationthe solid is filtered
  4. washwashed with water
  5. customdried
  6. customto give 2.5 g

Sources & evidence

ORD record
ord-f5ba829fd3814a7abaf3ac36a0fd3a98
Source dataset
uspto-grants-1982_03
Patent number
US04319026

Reaction notes

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