HCID 20539512, compound → Acetamide, N,N'-(1,3-dihydro-1,3-dioxo-4,7-isobenzofurandiyl)bis-

HRID 859994Notes

Reaction equation

HRID 859994 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([NH2:11])=[C:4]([C:5]([OH:7])=O)[C:3]=1[C:12]([OH:14])=[O:13]>C(OC(=O)C)(=O)C>[C:5]([NH:11][C:8]1[CH:9]=[CH:10][C:2]([NH:1][C:12](=[O:13])[CH3:3])=[C:3]2[C:12]([O:13][C:5](=[O:7])[C:4]=12)=[O:14])(=[O:7])[CH3:4]

Participants

3

Reactant 1

HCID 20539512HCID 20539512, compound

Product 1

HCID 11543485Acetamide, N,N'-(1,3-dihydro-1,3-dioxo-4,7-isobenzofurandiyl)bis-

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

3,6-diaminophthalic acid (0.21 g, 1.07 mmol) was dissolved in acetic anhydride (10 mL) at about 100° C., and stirred at this temperature for about 0.5 hour. After the reaction was cooled the product was filtered and washed with ether. A yellow precipitate was obtained (0.243 g, 86%). 1H NMR (300 MHz, DMSO) δ 9.85 (s, 2.0H, CONHAr), 8.29 (s, 2.1H, ArH), 2.17 (br s, 6.2H, COCH3).

Workup

  1. temperatureAfter the reaction was cooled the product
  2. filtrationwas filtered
  3. washwashed with ether
  4. customA yellow precipitate was obtained (0.243 g, 86%)

Sources & evidence

ORD record
ord-f42e5c1c21d84857a97b4aaab465cf88
Source dataset
uspto-grants-2006_12
Patent number
US07153867B2

Reaction notes

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