Hydrochloric Acid → HCID 13920903, compound

HRID 247003Notes

Reaction equation

HRID 247003 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11](=[NH:14])([NH2:13])=[O:12])(=[O:4])=[O:3].C1([O:21][C:22](=O)[NH:23][C:24]2[N:29]=[C:28]([O:30][CH3:31])[CH:27]=[C:26]([O:32][CH3:33])[N:25]=2)C=CC=CC=1.N12CCCN=C1CCCCC2.Cl>C(#N)C.O>[CH3:31][O:30][C:28]1[CH:27]=[C:26]([O:32][CH3:33])[N:25]=[C:24]([NH:23][C:22]([NH:14][S:11]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:2]([CH3:1])(=[O:4])=[O:3])(=[NH:13])=[O:12])=[O:21])[N:29]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 10945667Carbamic acid, N-(4,6-dimethoxy-2-pyrimidinyl)-, phenyl esterHCID 20161052HCID 20161052, compound

Product 1

HCID 13920903HCID 13920903, compoundYield 68.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

To a solution of 62.6 mg (0.267 mmol) of 2-(methylsulfonyl)benzenesulfonimidamide and 73.5 mg (0.21 mmol) of phenyl(4,6-dimethoxypyrimidin-2-yl)carbamate in 1.3 mL of dry acetonitrile was added 0.04 mL (0.27 mmol) of 1,8-diazabicyclo[5.4.0]undec-7-ene. After 45 minutes at room temperature, 1.3 mL of water and 0.65 mL of 5% HCl were added. A solid precipitated out of solution. This material was isolated by filtration, washed with ether to give 60 mg of a white solid; m.p. 135° to 145° C. (d).

Workup

  1. customA solid precipitated out of solution
  2. customThis material was isolated by filtration
  3. washwashed with ether

Sources & evidence

ORD record
ord-fd7059e7756144bc9dac1d0b0602bbd8
Source dataset
uspto-grants-1987_11
Patent number
US04705555

Reaction notes

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