Methanesulfonyl chloride → HCID 19761075, compound

HRID 249271Notes

Reaction equation

HRID 249271 reaction equation
[CH3:1][S:2]([Cl:5])(=[O:4])=[O:3].Cl.[OH:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]2[CH:18]3[N:19]4[CH2:29][CH2:28][N:27]=[C:20]4[C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][C:26]=4[N:17]3[CH2:16][CH2:15]2)=[CH:10][CH:9]=1>C(Cl)Cl.N1C=CC=CC=1>[ClH:5].[CH3:1][S:2]([O:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]2[CH:18]3[N:19]4[CH2:29][CH2:28][N:27]=[C:20]4[C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][C:26]=4[N:17]3[CH2:16][CH2:15]2)=[CH:10][CH:9]=1)(=[O:4])=[O:3]

Participants

5

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 19761091HCID 19761091, compound

Product 1

HCID 19761075HCID 19761075, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Procedure

6 ml of methylsulfonyl chloride were added dropwise at 0°-5° C. to a vigorously stirred suspension of 8.55 g of 2,3,5,6,7,8-hexahydro-5-(4-hydroxyphenyl)imidazo[1,2-c]pyrrolo[1,2-a]quinazoline hydrochloride in 100 ml of methylene chloride and 25 ml of pyridine, and the reaction mixture was stirred at room temperature for 70 h. The solvent was removed by distillation and then 1N HCl was added, and the resulting precipitate was recrystallized from ethanol/methyl t-butyl ether. Yield: 8.0 g (76%); melting point 241°-242° C. (decomposition).

Workup

  1. customThe solvent was removed by distillation
  2. addition1N HCl was added
  3. customthe resulting precipitate was recrystallized from ethanol/methyl t-butyl ether

Sources & evidence

ORD record
ord-d4057c1f11b948dcb255d5a3956608aa
Source dataset
uspto-grants-1993_05
Patent number
US05214047

Reaction notes

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