Potassium ethylxanthate → HCID 87591238, compound

HRID 353506Notes

Reaction equation

HRID 353506 reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]([CH3:40])([CH3:39])[C:7]([NH:9][CH2:10][CH2:11][N:12]([CH2:26][CH2:27][NH:28][C:29](=[O:38])[C:30]([CH3:37])([NH:32][C:33](=[O:36])[CH2:34]Cl)[CH3:31])[CH2:13][CH2:14][NH:15][C:16](=[O:25])[C:17]([NH:20][C:21](=[O:24])[CH2:22]Cl)([CH3:19])[CH3:18])=[O:8])=[O:4].[K+].[CH2:42]([O:44][C:45]([S-:47])=[S:46])[CH3:43]>C(#N)C>[CH2:42]([O:44][C:45](=[S:47])[S:46][CH2:2][C:3](=[O:4])[NH:5][C:6]([C:7](=[O:8])[NH:9][CH2:10][CH2:11][N:12]([CH2:26][CH2:27][NH:28][C:29](=[O:38])[C:30]([NH:32][C:33](=[O:36])[CH2:34][S:47][C:45]([O:44][CH2:42][CH3:43])=[S:46])([CH3:37])[CH3:31])[CH2:13][CH2:14][NH:15][C:16](=[O:25])[C:17]([CH3:19])([NH:20][C:21](=[O:24])[CH2:22][S:46][C:45]([O:44][CH2:42][CH3:43])=[S:47])[CH3:18])([CH3:40])[CH3:39])[CH3:43]

Participants

4

Reactant 2

HCID 2735045Potassium ethylxanthate2×HCID 22388880HCID 22388880, compound

Product 1

HCID 87591238HCID 87591238, compoundYield 87.7%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a mixture of N-[2-(bis-{2-[2-(2-chloro-acetylamino)-2-methyl-propionylamino]-ethyl}-amino)ethyl]-2-(2-chloro-acetylamino)-2-methyl-propionamide (1.00 g; 1.54 mmol) and 20 mL acetonitrile was added O-ethyl xanthic acid potassium salt (0.761 g; 4.75 mmol). After stirring the mixture at room temperature for 5 hr, additional O-ethyl xanthic acid potassium salt (0.370 g; 2.31 mmol) was added. After stirring for an additional 5 hours at room temperature, the mixture was filtered. The filtrate was concentrated under reduced pressure to to afford 1.20 g (87%) of the tris(ring-opened AzTC)amine as a red solid.

Workup

  1. stirringAfter stirring for an additional 5 hours at room temperature
  2. filtrationthe mixture was filtered
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-78c2a70d7eb84111841447bec60ce3ac
Source dataset
uspto-grants-2004_06
Patent number
US06753391B1

Reaction notes

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