Hydrochloric Acid → HCID 178440157, compound
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:9][C:10]2[NH:14][C:13]([CH2:15][OH:16])=[N:12][C:11]=2[CH:17]([CH3:19])[CH3:18])[CH:5]=[C:6]([Cl:8])[CH:7]=1.ClS([N:24]=[C:25]=[O:26])(=O)=O.O.Cl>C(#N)C>[C:25](=[O:26])([O:16][CH2:15][C:13]1[NH:14][C:10]([S:9][C:4]2[CH:3]=[C:2]([Cl:1])[CH:7]=[C:6]([Cl:8])[CH:5]=2)=[C:11]([CH:17]([CH3:19])[CH3:18])[N:12]=1)[NH2:24]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
The compound 2 40 g (126 mmol) obtained in the step 1 was suspended in acetonitrile 400 ml, and the suspension was cooled down under nitrogen atmosphere. To the suspension was added dropwise chlorosulfonyl isocyanate 24.3 g (171 mmol) at -20 to -25° C. for 1 hour. To the mixture was added water 400 ml under 10° C. To the mixture was added concentrated hydrochloric acid 40 ml, and the mixture was stirred at 50° C. for 2 hours. The mixture was cooled down to -10° C. and crystallized at the same temperature for 1 hour. The obtained slurry was filtered, washed with cooled acetonitrile, and dried to yield the compound 3 43.2 g. Yield 83%
Workup
- temperaturethe suspension was cooled down under nitrogen atmosphere
- temperatureThe mixture was cooled down to -10° C.
- customcrystallized at the same temperature for 1 hour
- filtrationThe obtained slurry was filtered
- washwashed with cooled acetonitrile
- customdried
Sources & evidence
- ORD record
- ord-e7d256dcdf2d4a3dac186df973276038
- Source dataset
- uspto-grants-2000_01
- Patent number
- US06018049
Reaction notes
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