Phthalic Anhydride → HCID 10028212, compound

HRID 1742096Notes

Reaction equation

HRID 1742096 reaction equation
[NH2:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][N:7]2[C:11]([S:12][CH2:13][C:14]([O:16][CH3:17])=[O:15])=[N:10][N:9]=[C:8]2[CH2:18][CH2:19][CH2:20][CH3:21])=[CH:4][CH:3]=1.[C:24]1(=[O:34])[O:29][C:27](=[O:28])[C:26]2=[CH:30][CH:31]=[CH:32][CH:33]=[C:25]12>O1CCCC1>[CH2:18]([C:8]1[N:7]([CH2:6][C:5]2[CH:22]=[CH:23][C:2]([NH:1][C:24](=[O:34])[C:25]3[CH:33]=[CH:32][CH:31]=[CH:30][C:26]=3[C:27]([OH:29])=[O:28])=[CH:3][CH:4]=2)[C:11]([S:12][CH2:13][C:14]([O:16][CH3:17])=[O:15])=[N:10][N:9]=1)[CH2:19][CH2:20][CH3:21]

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 9997023HCID 9997023, compound

Product 1

HCID 10028212HCID 10028212, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 566 mg (1.69 mmole) of 4-(4-aminobenzyl)-3-n-butyl-5-(carbomethoxymethylthio)-4H-1,2,4-triazole in 15 ml of dry tetrahydrofuran (THF) was treated with 250 mg (1.69 mmole) of phthalic anhydride dissolved in 2 ml of dry THF. The resulting solution was stirred overnight at room temperature in a stoppered flask. The solid which had precipitated was collected on a filter and washed with ether to yield (after vacuum-drying at 30° C.) 629 mg (77%) of a white solid, mp 161°-162° C., homogeneous by TLC in 90:10:1CH2Cl2 --MeOH-AcOH; mass spectrum (FAB) m/e 483 (M+1)+.

Workup

  1. customThe solid which had precipitated
  2. customwas collected on
  3. filtrationa filter
  4. washwashed with ether
  5. customto yield
  6. dry with material(after vacuum-drying at 30° C.) 629 mg (77%) of a white solid, mp 161°-162° C.

Sources & evidence

ORD record
ord-77b5d8f52af449cdbaf8353cec0624b1
Source dataset
uspto-grants-1994_08
Patent number
US05336778

Reaction notes

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