Dimethylformamide → HCID 20549572, compound

HRID 2058782Notes

Reaction equation

HRID 2058782 reaction equation
[C:1]1(=[O:11])[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[CH3:12][N:13]([C:15]1[S:16][CH:17]=[C:18]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:19]=1)[NH2:14].CN(C)C=O>O>[C:4]([C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=1[C:1]([NH:14][N:13]([CH3:12])[C:15]1[S:16][CH:17]=[C:18]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:19]=1)=[O:11])([OH:6])=[O:5]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 6811Phthalic AnhydrideHCID 13741861HCID 13741861, compound

Product 1

HCID 20549572HCID 20549572, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 1.5 g. of phthalic anhydride and 2.0 g. of 1-methyl-1-(4-phenylthiazol-2-yl)hydrazine in 50 ml. of dimethylformamide is stirred for 16 hours. Addition of water precipitates a gummy solid which is taken up in ethyl acetate and the ethyl acetate solution is extracted with water, dried over anhydrous sodium sulfate and evaporated, giving a residue which is crystallized from ether/petroleum ether, yielding 0.6 g. of product, m.p. 122°-4°.

Workup

  1. customprecipitates a gummy solid which
  2. extractionthe ethyl acetate solution is extracted with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated
  5. customgiving a residue which
  6. customis crystallized from ether/petroleum ether
  7. customyielding 0.6 g

Sources & evidence

ORD record
ord-48bca132a89f4f56b3d7c9c233a0b39a
Source dataset
uspto-grants-1982_03
Patent number
US04319026

Reaction notes

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