Hydrochloric Acid → HCID 86743714, compound

HRID 1292363Notes

Reaction equation

HRID 1292363 reaction equation
[CH3:1][CH:2]([CH2:14][CH3:15])[C:3]([NH:10][C:11](=[S:13])[CH3:12])([NH:6][C:7](=[S:9])[CH3:8])[C:4]#[N:5].[C:16](=O)=[O:17].C(Cl)(Cl)(Cl)[Cl:20].Cl>CO.CCOCC>[ClH:20].[CH3:1][CH:2]([CH2:14][CH3:15])[C:3]([NH:6][C:7](=[S:9])[CH3:8])([NH:10][C:11](=[S:13])[CH3:12])[C:4](=[NH:5])[O:17][CH3:16]

Participants

6

Reactant 3

HCID 313Hydrochloric Acid2×HCID 18914875HCID 18914875, compoundHCID 86602444Carbontetrachloride dry-ice

Product 1

HCID 86743714HCID 86743714, compoundYield 66%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A suspension of 141 mg (0.41 mmol) of 7 in 1.66 mL of MeOH and 4.15 mL of Et2O was cooled to -20° C. (CO2 /CCl4), and HCl gas was passed through the mixture via septum inlet for 5 minutes, until most of the solids had dissolved and the solution was saturated with HCl. The mixture was placed in the freezer in a desiccator for 66 hours and then concentrated in vacuo to produce a white foamy solid. The solid was broken up, washed with three portions of anhydrous Et2O, dried in vacuo to give 111 mg (66%) of 1 as an off-white solid which decomposed on heating and also decomposed after several days in a freezer.

Workup

  1. dissolutionuntil most of the solids had dissolved
  2. waitThe mixture was placed in the freezer in a desiccator for 66 hours
  3. concentrationconcentrated in vacuo
  4. customto produce a white foamy solid
  5. washwashed with three portions of anhydrous Et2O
  6. customdried in vacuo

Sources & evidence

ORD record
ord-441ead3131194daaa4b09fe4b9890eb0
Source dataset
uspto-grants-1998_05
Patent number
US05756685

Reaction notes

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