Phthalic Anhydride → (2-Benzyl-3-oxo-2,3-dihydro-1H-isoindol-1-ylsulfanyl)-acetic acid ethyl ester

HRID 2078472Notes

Reaction equation

HRID 2078472 reaction equation
[C:1]1(=O)OC(=O)C2=CC=CC=[C:2]12.[CH3:12][O:13][C:14](=[O:33])[CH2:15][S:16][CH:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19](=[O:26])[N:18]1[CH2:27][C:28]1S[CH:30]=[CH:31][CH:32]=1.[CH2:34](N)C1C=CC=CC=1>>[CH2:12]([O:13][C:14](=[O:33])[CH2:15][S:16][CH:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19](=[O:26])[N:18]1[CH2:27][C:28]1[CH:2]=[CH:1][CH:30]=[CH:31][CH:32]=1)[CH3:34]

Participants

4

Reactant 3

HCID 6811Phthalic AnhydrideHCID 7504BenzylamineHCID 57679339(3-Oxo-2-thiophen-2-ylmethyl-2,3-dihydro-1H-isoindol-1-ylsulfanyl)-acetic acid methyl ester

Product 1

HCID 67096661(2-Benzyl-3-oxo-2,3-dihydro-1H-isoindol-1-ylsulfanyl)-acetic acid ethyl ester

Procedure

Compound 17 was prepared using the synthetic sequence in a manner analogous to the method described for the conversion of commercially available phthalic anhydride to compound 13 using benzylamine instead of thiophene-2-methylamine in the first step.

Sources & evidence

ORD record
ord-f64b0d2b969c42778afe8d021c4e6a43
Source dataset
uspto-grants-2011_04
Patent number
US07928246B2

Reaction notes

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