HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Hydrochloric Acid → 3-Chloro-N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-pyridinesulfonamide-1-oxide

HRID 414037
Notes
Print preview

Reaction equation

HRID 414037 reaction equation
[Cl:1][C:2]1[C:3]([S:8]([NH2:11])(=[O:10])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1.[C:12](=O)([O:14]C1C=CC=CC=1)N.[CH3:22][O:23][C:24]1[CH:29]=[C:28]([O:30][CH3:31])[N:27]=[C:26]([NH2:32])[N:25]=1.C1CCN2C(=NCCC2)CC1.Cl.[OH2:45]>C(#N)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[N+:4]([O-:45])[C:3]=1[S:8]([NH:11][C:12]([NH:32][C:26]1[N:27]=[C:28]([O:30][CH3:31])[CH:29]=[C:24]([O:23][CH3:22])[N:25]=1)=[O:14])(=[O:9])=[O:10]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

8

Reactant 6

HCID 313Hydrochloric AcidHCID 962WaterHCID 69322Phenyl carbamateHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 1189462-Amino-4,6-dimethoxypyrimidineHCID 146531913-Chloropyridine-2-sulfonamide

Product 1

HCID 14653193
3-Chloro-N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-pyridinesulfonamide-1-oxide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a stirring solution of the N-oxide of 3-chloro-2-pyridinesulfonamide (85 mg, 0.4 mmol) and the phenyl carbamate of 4,6-dimethoxy-2-aminopyrimidine (114 mg, 0.40 mmol) in acetonitrile was added DBU (62 mg, 0.40 mmol). Addition of H2O followed by 5% HCl caused a precipitate to form which was collected, m.p. 144°-147° C. NMR (200 MHz, d6 -DMSO) δ 3.91 (s, 6H), 5.998 (s, 1H), 7.7 (m, 2H), 8.4 (d, 1H), 10.8 (br s, 1H) and 13.1 (br s, 1H); IR (nujol) 1710 (s) cm-1 ; mass spectrum m/e 390 (M+, calc. for C12H12ClN5O6S 389+1).

Workup

  1. customto form which
  2. customwas collected

Sources & evidence

ORD record
ord-99f0a07897394466824deb4e90cc583d
Source dataset
uspto-grants-1988_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04789465

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes