Hydrochloric Acid → HCID 68630202, compound

Reaction equation

[S:1]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[CH:10]([NH:14]C(=O)C)[CH2:9][CH2:8]2)(=[O:4])(=[O:3])[NH2:2].[ClH:18]>>[ClH:18].[NH2:14][CH:10]1[C:11]2[C:7](=[CH:6][C:5]([S:1]([NH2:2])(=[O:3])=[O:4])=[CH:13][CH:12]=2)[CH2:8][CH2:9]1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 116804151-Acetamido-5-sulfonamidoindane

Product 1

HCID 68630202HCID 68630202, compound

Procedure

To a round bottom flask containing N-(5-sulfamoyl-2,3-dihydro-1H-inden-1-yl)acetamide (1 g, 3.9 mmol) was added 12N hydrochloric acid (100 mL) and the reaction was heated to a reflux for 2 days. The reaction was cooled and concentrated to afford MIP-1153 (785 mg, 96%) as a light tan solid. 1H NMR (400 MHz, DMSO-d6) δ 7.46-7.20 (m, 3H), 3.78 (br, 6H), 3.21-1.97 (m, 4H); (M+H)+ (212).

Workup

temperaturethe reaction was heated to
temperaturea reflux for 2 days
temperatureThe reaction was cooled
concentrationconcentrated
customto afford MIP-1153 (785 mg, 96%) as a light tan solid

Sources & evidence

ORD record: ord-4e5127d1de444cc59be53e8060dc747d
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08877970B2

Reaction notes

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