1,1-Dichloroethane → HCID 58579585, compound

HRID 244507Notes

Reaction equation

HRID 244507 reaction equation
[NH2:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])=[CH:4][CH:3]=1.C(N(CC)CC)C.ClC(Cl)C.[C:26]1([S:36](Cl)(=[O:38])=[O:37])[C:27]([S:32](Cl)(=[O:34])=[O:33])=[CH:28][CH:29]=[CH:30][CH:31]=1>>[C:9]([O:8][C:6](=[O:7])[C:5]1[CH:13]=[CH:14][C:2]([N:1]2[S:36](=[O:38])(=[O:37])[C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[S:32]2(=[O:34])=[O:33])=[CH:3][CH:4]=1)([CH3:10])([CH3:11])[CH3:12]

Participants

5

Reactant 4

HCID 63651,1-Dichloroethane2×HCID 8471TriethylamineHCID 233272Benzoic acid, 4-amino-, 1,1-dimethylethyl esterHCID 246432Benzene-1,2-disulfonyl dichloride

Product 1

HCID 58579585HCID 58579585, compound

Procedure

Following the General Procedure (Scheme 1), tert-butyl 4-aminobenzoate, 1, (1.0 g, 5.17 mmol), triethylamine (1.8 mL, 12.9 mmol), dichloroethane (75 mL), benzene-1,2-disulfonyl dichloride (1.7 g, 2.88 mmol) and dichloroethane afforded tert-butyl-4-(1,1,3,3-tetraoxidobenzo[d][1,3,2]dithiazol-2-yl)benzoate, 5, (0.39 g, 38%).

Sources & evidence

ORD record
ord-f12cf88890d04f91bd83b79ee61d5714
Source dataset
uspto-grants-2014_02
Patent number
US08658650B2

Reaction notes

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