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

Hydrochloric Acid → Sodium 4-(2-methanesulfonyl-4-methoxycarbonyl-5-methylphenoxy)-2-pentafluorosulfanylbenzenesulfinate

HRID 269419
Notes
Print preview

Reaction equation

HRID 269419 reaction equation
Cl[S:2]([C:5]1[CH:26]=[CH:25][C:8]([O:9][C:10]2[C:19]([S:20]([CH3:23])(=[O:22])=[O:21])=[CH:18][C:13]([C:14]([O:16][CH3:17])=[O:15])=[C:12]([CH3:24])[CH:11]=2)=[CH:7][C:6]=1[S:27]([F:32])([F:31])([F:30])([F:29])[F:28])(=[O:4])=[O:3].[O-]S([O-])=O.[Na+:37].[Na+].[OH-].[Na+].Cl>O>[CH3:23][S:20]([C:19]1[CH:18]=[C:13]([C:14]([O:16][CH3:17])=[O:15])[C:12]([CH3:24])=[CH:11][C:10]=1[O:9][C:8]1[CH:25]=[CH:26][C:5]([S:2]([O-:4])=[O:3])=[C:6]([S:27]([F:28])([F:29])([F:30])([F:32])[F:31])[CH:7]=1)(=[O:21])=[O:22].[Na+:37]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 24437Sodium SulfiteHCID 59832570Methyl 4-(4-chlorosulfonyl-3-pentafluorosulfanylphenoxy)-5-methanesulfonyl-2-methylbenzoate

Product 1

HCID 86616338Sodium 4-(2-methanesulfonyl-4-methoxycarbonyl-5-methylphenoxy)-2-pentafluorosulfanylbenzenesulfinate

Reagents, catalysts & solvents

1
HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

3.5 g of methyl 4-(4-chlorosulfonyl-3-pentafluorosulfanylphenoxy)-5-methanesulfonyl-2-methylbenzoate were added in portions to a solution of 8.10 g of Na2SO3 in 75 ml of water at 70° C., during which the pH was kept at about pH=10 with 10 molar aqueous NaOH solution. The mixture is then stirred at 70° C. for 45 minutes and, after being allowed to cool, the pH is adjusted to pH=2 with aqueous HCl solution. 3 extractions with 200 ml of EA each time were carried out. After drying over MgSO4, the solvent was removed in vacuo. The residue was suspended in 100 ml of water and adjusted to pH=10 with a 2 molar aqueous NaOH solution, and the volatiles were removed in vacuo. Coevaporation was then carried out firstly twice with 100 ml of toluene each time and then with 100 ml of anhydrous DMF, and the residue (3.0 g) was reacted further without purification.

Workup

  1. temperatureto cool
  2. extraction3 extractions with 200 ml of EA each time
  3. dry with materialAfter drying over MgSO4
  4. customthe solvent was removed in vacuo
  5. customthe volatiles were removed in vacuo
  6. customwith 100 ml of anhydrous DMF, and the residue (3.0 g) was reacted further without purification

Sources & evidence

ORD record
ord-d96878f9ff6e4f128b7a34ff48cf1526
Source dataset
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07446225B2

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes