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

Potassium thiocyanate → 2,2,2-Trichloroethyl 2-thiocyanatomethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate

HRID 1395487
Notes
Print preview

Reaction equation

HRID 1395487 reaction equation
[S-:1][C:2]#[N:3].[K+].BrC[CH2:7][C:8]1([CH3:34])[CH:12]([C:13]([O:15][CH2:16][C:17]([Cl:20])([Cl:19])[Cl:18])=[O:14])[N:11]2[C:21](=[O:33])[CH:22]([NH:23][C:24](=[O:32])[CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C@H:10]2[S:9]1>O.CC(C)=O>[S:1]([CH2:7][C:8]1([CH3:34])[CH:12]([C:13]([O:15][CH2:16][C:17]([Cl:18])([Cl:19])[Cl:20])=[O:14])[N:11]2[C:21](=[O:33])[CH:22]([NH:23][C:24](=[O:32])[CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C@H:10]2[S:9]1)[C:2]#[N:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 516872Potassium thiocyanateHCID 705961582,2,2-Trichloroethyl 2-bromoethyl-2-methyl-6-(2-phenyl-acetamido)penam-3-carboxylate

Product 1

HCID 867369952,2,2-Trichloroethyl 2-thiocyanatomethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylateYield 80.4%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent
HCID 962
Water
Solvent

Procedure

Potassium thiocyanate (1.17 g) was dissolved in a mixture of water (20 ml) and acetone (100 ml). To this solution was added 2,2,2-trichloroethyl 2-bromoethyl-2-methyl-6-(2-phenyl-acetamido)penam-3-carboxylate (5.45 g) at room temperature and the mixture was stirred for 5.5 hours at room temperature. After removing acetone under reduced pressure at room temperature, precipitates were collected by filtration, washed with ether and further washed with ethanol to give 2,2,2-trichloroethyl 2-thiocyanatomethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate (4.10 g). This substance was recrystallized from isopropylether containing 5% acetone to give pure compound, mp 133° to 135° C.

Workup

  1. customAfter removing acetone under reduced pressure at room temperature
  2. customprecipitates
  3. filtrationwere collected by filtration
  4. washwashed with ether
  5. washfurther washed with ethanol

Sources & evidence

ORD record
ord-f0fc4123654c40b391c5a37adcfbddf1
Source dataset
uspto-grants-1980_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04203897

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes