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Hydrochloric Acid → N-(5-amino-2-methoxypyridin-3-yl)methanesulfonamide

HRID 1812347
Notes
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Reaction equation

HRID 1812347 reaction equation
C1(C(=[N:14][C:15]2[CH:16]=[C:17]([NH:23][S:24]([CH3:27])(=[O:26])=[O:25])[C:18]([O:21][CH3:22])=[N:19][CH:20]=2)C2C=CC=CC=2)C=CC=CC=1.Cl>C1COCC1>[NH2:14][C:15]1[CH:16]=[C:17]([NH:23][S:24]([CH3:27])(=[O:26])=[O:25])[C:18]([O:21][CH3:22])=[N:19][CH:20]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86647076N-(5-(diphenylmethyleneamino)-2-methoxypyridin-3-yl)methanesulfonamide

Product 1

HCID 66600424N-(5-amino-2-methoxypyridin-3-yl)methanesulfonamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a 150 mL round-bottomed flask, N-(5-(diphenylmethyleneamino)-2-methoxypyridin-3-yl)methanesulfonamide (0.100 g, 0.262 mmol) and 1 N hydrochloric acid (0.30 mL, 0.30 mmol) were mixed into THF (2 mL). The yellow mixture was stirred at room temperature for 20 min. The reaction mixture was partitioned between tris-HCl buffer (1 M, pH 7.0) (10 mL) and EtOAc (10 mL). The aqueous phase was extracted with EtOAc (10 mL). The aqueous phase was acidified to about pH 5 and the aqueous phase was extracted with

Workup

  1. customThe reaction mixture was partitioned between tris-HCl buffer (1 M, pH 7.0) (10 mL) and EtOAc (10 mL)
  2. extractionThe aqueous phase was extracted with EtOAc (10 mL)
  3. extractionthe aqueous phase was extracted with

Sources & evidence

ORD record
ord-2cc46ca3dcc94ed68273a9f7e822f68e
Source dataset
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08362241B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes