Hydrochloric Acid → HCID 10929564, compound

HRID 582463Notes

Reaction equation

HRID 582463 reaction equation
C1CCN2C(=NCCC2)CC1.[CH3:12][N:13]([CH2:18][C:19]1[CH:20]=[CH:21][C:22]([S:29]([CH3:32])(=[O:31])=[O:30])=[C:23]([S:25]([NH2:28])(=[O:27])=[O:26])[CH:24]=1)[S:14]([CH3:17])(=[O:16])=[O:15].[CH3:33][O:34][C:35]1[CH:40]=[C:39]([O:41][CH3:42])[N:38]=[C:37]([NH:43][C:44](=O)[O:45]C2C=CC=CC=2)[N:36]=1.Cl>C(#N)C.O.C(OCC)C>[CH3:42][O:41][C:39]1[CH:40]=[C:35]([O:34][CH3:33])[N:36]=[C:37]([NH:43][C:44]([NH:28][S:25]([C:23]2[CH:24]=[C:19]([CH2:18][N:13]([CH3:12])[S:14]([CH3:17])(=[O:15])=[O:16])[CH:20]=[CH:21][C:22]=2[S:29]([CH3:32])(=[O:31])=[O:30])(=[O:26])=[O:27])=[O:45])[N:38]=1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 10926377HCID 10926377, compoundHCID 10945667Carbamic acid, N-(4,6-dimethoxy-2-pyrimidinyl)-, phenyl ester

Product 1

HCID 10929564HCID 10929564, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 3283Diethyl EtherSolventHCID 6342AcetonitrileSolvent

Procedure

0.56 ml (3.7 mmol) of DBU is added dropwise to a suspension of 1.33 g (3.7 mmol) of 5-(N-methyl-N-methanesulfonylaminomethyl)-2-methanesulfonylbenzenesulfonamide and 1.03 g (3.7 mmol) of phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate in 20 ml of acetonitrile. After 2 h, the mixture is diluted with water and diethyl ether and acidified to pH 1-2 with HCl and the precipitated product is filtered off, washed with water and diethyl ether and dried; yield: 1.78 g (89.5%) of N-(4,6-dimethoxypyrimidin-2-ylaminocarbonyl)-5-(N-methyl-N-methanesulfonylamiinomethyl)-2-methanesulfonylbenzenesulfonamide of melting point 205-210° C. (decomposition).

Workup

  1. filtrationthe precipitated product is filtered off
  2. washwashed with water and diethyl ether
  3. customdried

Sources & evidence

ORD record
ord-5ded4d1407ef46e892b8ea8fca31e1b3
Source dataset
uspto-grants-1999_07
Patent number
US05925596

Reaction notes

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