Hydrochloric Acid → HCID 178493668, compound

HRID 37135

Reaction equation

HRID 37135 reaction equation
[H-].[Na+].[CH:3]([O:5][CH2:6][CH3:7])=O.[CH3:8][O:9]CC(OCC)=O.[NH2:16][C:17]1[C:21]([C:22]2[CH:27]=[CH:26][C:25]([S:28][C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[CH:24][CH:23]=2)=[CH:20][NH:19][N:18]=1.Cl>C(OCC)(=O)C.O.O1CCCC1>[OH:9][C:8]1[N:18]2[N:19]=[CH:20][C:21]([C:22]3[CH:23]=[CH:24][C:25]([S:28][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)=[CH:26][CH:27]=3)=[C:17]2[N:16]=[CH:7][C:6]=1[O:5][CH3:3]

Participants

9

Reactant 5

HCID 313Hydrochloric AcidHCID 8025Ethyl formateHCID 24758Sodium hydrideHCID 77544Ethyl 2-methoxyacetateHCID 178509258HCID 178509258, compound

Product 1

HCID 178493668HCID 178493668, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a tetrahydrofuran suspension of 480 mg of 60% sodium hydride, 2 ml of ethyl formate and 1.0 g of ethyl methoxyacetate were added under nitrogen atmosphere, and the mixture was stirred for 16 hours at room temperature. In succession, adding 1.0 g of 3-amino-4(4-phenylthiophenyl)pyrazole, the solution was stirred for 4 hours in reflux. After allowing to cool, water was added and the solution was neutralized with 10% hydrochloric acid. Removing water, ethyl acetate was added, and insoluble matter was filtered. The filtrate was washed in ethyl acetate and ether and dried, and the title compound was obtained (100 mg, 8%).

Workup

  1. additionwere added under nitrogen atmosphere
  2. stirringthe solution was stirred for 4 hours
  3. temperaturein reflux
  4. temperatureto cool
  5. filtrationinsoluble matter was filtered
  6. washThe filtrate was washed in ethyl acetate
  7. dry with materialether and dried

Sources & evidence

ORD record
ord-907f2ec5246641ac9182ba93481bc4bb
Source dataset
uspto-grants-1995_05
Patent number
US05420128

Linked notes

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