Hydrochloric Acid → HCID 58641526, compound

HRID 2224070Notes

Reaction equation

HRID 2224070 reaction equation
C(OC(=O)N)(C)(C)C.Cl.Cl.[NH2:11][CH2:12][CH2:13][NH:14][C:15]([N:17]1[C:22]2[CH:23]=[CH:24][C:25]([S:27]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)(=[O:29])=[O:28])=[CH:26][C:21]=2[O:20][CH2:19][CH2:18]1)=[O:16]>C(O)C>[NH2:11][CH2:12][CH2:13][NH:14][C:15]([N:17]1[C:22]2[CH:23]=[CH:24][C:25]([S:27]([C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=3)(=[O:28])=[O:29])=[CH:26][C:21]=2[O:20][CH2:19][CH2:18]1)=[O:16]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 77922tert-Butyl carbamateHCID 86604981HCID 86604981, compound

Product 1

HCID 58641526HCID 58641526, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-[(7-Benzenesulfonyl-2,3-dihydro-benzo[1,4]oxazine-4-carbonyl)-amino]-ethyl}-carbamic acid tert-butyl ester (38 mg) was dissolved in 1 mL ethanol and combined with 1 mL of 2N ethanolic HCl and refluxed for 30 minutes. Upon cooling, a white crystalline solid precipitated and filtration gave 25 mg. of 7-benzenesulfonyl-2,3-dihydro-benzo[1,4]oxazine-4-carboxylic acid (2-amino-ethyl)-amide hydrochloride. MS: 362 (M+H)+, mp: 220.9-221.3° C.

Workup

  1. temperaturerefluxed for 30 minutes
  2. temperatureUpon cooling
  3. customa white crystalline solid precipitated
  4. filtrationfiltration
  5. customgave 25 mg

Sources & evidence

ORD record
ord-928a7b1bf2d340a385d43396d1824895
Source dataset
uspto-grants-2008_05
Patent number
US07378415B2

Reaction notes

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