Hydrochloric Acid → HCID 178464049, compound

HRID 364213Notes

Reaction equation

HRID 364213 reaction equation
[Cl:1][C:2]1[C:15]2[C:14](=O)[C:13]3[C:8](=[CH:9][C:10]([OH:17])=[CH:11][CH:12]=3)[Se:7][C:6]=2[C:5]([N+:18]([O-:20])=[O:19])=[CH:4][CH:3]=1.C(N(C(C)C)CC)(C)C.[CH2:30]([N:32]([CH2:35][CH2:36][NH:37][NH2:38])[CH2:33][CH3:34])[CH3:31].Cl>CN(C)C=O.CC(O)C>[ClH:1].[CH2:30]([N:32]([CH2:33][CH3:34])[CH2:35][CH2:36][N:37]1[C:2]2[CH:3]=[CH:4][C:5]([N+:18]([O-:20])=[O:19])=[C:6]3[Se:7][C:8]4[CH:9]=[C:10]([OH:17])[CH:11]=[CH:12][C:13]=4[C:14]([C:15]=23)=[N:38]1)[CH3:31]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 81531DiisopropylethylamineHCID 3028735Ethanamine, N,N-diethyl-2-hydrazino-HCID 88621146HCID 88621146, compound

Product 1

HCID 178464049HCID 178464049, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
25 °C

Procedure

To an ice-cold solution of 1.59 g (0.004 mole) of 1-chloro-6-hydroxy-4-nitro-9H-selenoxanthen-9-one in 12 ml of N,N-dimethylformamide with 0.85 ml of diisopropylethyl amine is added 0.85 ml of 2-(diethylaminoethyl)hydrazine. The cooling bath is removed and the mixture is stirred at 25° C. for 2.5 hours. Concentration of the reaction in vacuo leaves an orange solid. Trituration of the solid with boiling 2-propanol gives an orange powder which is dried in vacuo at 80° C. to afford 1.66 g of the dry product as a salt with 1.0 equivalents of hydrogen chloride; mp 255°-257° C. (dec.).

Workup

  1. customThe cooling bath is removed
  2. customConcentration of the reaction in vacuo
  3. customleaves an orange solid
  4. customis dried in vacuo at 80° C.

Sources & evidence

ORD record
ord-fc663a24797f47edb2cf537fd994ab9a
Source dataset
uspto-grants-1986_08
Patent number
US04604390

Reaction notes

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