Acetic Anhydride → HCID 57199393, compound

HRID 1633429Notes

Reaction equation

HRID 1633429 reaction equation
[N+]([C:4]1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[C:6]2[C:7]([O:9][C:10](=[O:11])[C:5]=12)=O)([O-])=O.C1([SH:24])C=CC=CC=1.C(O[C:29](=O)[CH3:30])(=O)C.[OH-].[Na+].O1[CH2:38][CH2:37][CH2:36][CH2:35]1>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.C(Cl)Cl>[N+:15]([C:13]1[CH:12]=[C:6]2[C:7]([O:9][C:10](=[O:11])[C:5]2=[C:4]([C:30]2[CH:29]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH:14]=1)=[S:24])([O-:17])=[O:16]

Participants

8

Reactant 5

HCID 7918Acetic AnhydrideHCID 7969ThiophenolHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 13442309HCID 13442309, compound

Product 1

HCID 57199393HCID 57199393, compound

Reagents, catalysts & solvents 2

HCID 66133Benzyl triethylammonium chlorideCatalystHCID 6344DichloromethaneSolvent

Procedure

5 g (21 mmols) of 3,5-dinitrophthalic anhydride are dissolved in 17 ml of tetrahydrofuran; 2.78 g (25.2 mmols) of thiophenol and 4.3 g (42 mmols) of acetic anhydride are then added. This solution is added dropwise, with vigorous stirring, to a mixture of 22.4 g of 30% sodium hydroxide solution, 47.8 mg (0.21 mmol) of benzyltriethylammonium chloride and 100 ml of methylene chloride.

Sources & evidence

ORD record
ord-f754c9e22f1444aaaca94b64afef007a
Source dataset
uspto-grants-1984_10
Patent number
US04480105

Reaction notes

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