Hydrochloric Acid → HCID 68511847, compound

HRID 1716258Notes

Reaction equation

HRID 1716258 reaction equation
[N:1]1([C:11](=[O:23])[CH2:12][S:13][C:14]2[S:15][C:16]3[CH:21]=[CH:20][N:19]=[CH:18][C:17]=3[N:22]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.[ClH:24]>CCOCC.CCO>[ClH:24].[N:1]1([C:11](=[O:23])[CH2:12][S:13][C:14]2[S:15][C:16]3[CH:21]=[CH:20][N:19]=[CH:18][C:17]=3[N:22]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 59467884HCID 59467884, compound

Product 1

HCID 68511847HCID 68511847, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

Compound 69 (162 mg, 4.7 mmol) was dissolved in 10 mL of Et2O and 2.5 mL of EtOH, stirred for 10 min, then 0.57 mL of 1M HCl (in Et2O) was added slowly. The precipitation started upon addition of the acid. The reaction mixture was stirred for 1 h at RT, 40 min at 0° C., filtered. The precipitate was washed with Et2O and dried under high vacuum over P4O10 overnight, then at 45° C. for 4 h to yield compound 70 (150 mg, 77%): MS: m/z+342.1 (M+H)+; Anal. Calcd (found) for C17H16ClN3OS2: C, 54.03; (53.78), H, 4.27; (4.33), N, 11.12; (10.95), Cl, 9.38; (9.15), S, 16.97; (16.68).

Workup

  1. customThe precipitation
  2. additionstarted upon addition of the acid
  3. filtrationfiltered
  4. washThe precipitate was washed with Et2O
  5. dry with materialdried under high vacuum over P4O10 overnight

Sources & evidence

ORD record
ord-da5e3a34499041bab4f3a36c7ae56ac4
Source dataset
uspto-grants-2010_09
Patent number
US07803790B2

Reaction notes

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