Ammonia → HCID 22662725, compound

HRID 392039Notes

Reaction equation

HRID 392039 reaction equation
Br[C:2]1[CH:12]=[CH:11][C:10]2=[C:13]3[C:3]=1[CH2:4][N:5]([CH3:16])[S:6](=[O:15])(=[O:14])[C:7]3=[CH:8][S:9]2.[Cu][C:18]#[N:19].N1C=CC=CC=1.N>CCOCC.O>[CH3:16][N:5]1[CH2:4][C:3]2=[C:13]3[C:7](=[CH:8][S:9][C:10]3=[CH:11][CH:12]=[C:2]2[C:18]#[N:19])[S:6]1(=[O:15])=[O:14]

Participants

7

Reactant 4

HCID 222AmmoniaHCID 1049PyridineHCID 22662728HCID 22662728, compoundHCID 178418546HCID 178418546, compound

Product 1

HCID 22662725HCID 22662725, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Conditions

Temperature
190 °C

Procedure

1 g of 6-bromo-4-methyl-4,5-dihydro-1,3-dithia-4-aza-acenaphthylene-3,3-dioxide is added to 0.32 g of copper (I) cyanide and 10 ml of pyridine. The reaction mixture is heated to 190° C. for 7 h, then poured onto 10 ml of ammonia solution and combined with water and ether (30 ml of each). The aqueous phase is extracted with ether. The combined organic phases are washed with 10 ml of dilute hydrochloric acid and then dried over Na2SO4. After the solution has been evaporated down in vacuo it is purified by chromatography. Yield: 0.06 g. M.p. 238° C.

Workup

  1. extractionThe aqueous phase is extracted with ether
  2. washThe combined organic phases are washed with 10 ml of dilute hydrochloric acid
  3. dry with materialdried over Na2SO4
  4. customAfter the solution has been evaporated down in vacuo it
  5. customis purified by chromatography

Sources & evidence

ORD record
ord-5aec0b8771524507b987ecf796e7e228
Source dataset
uspto-grants-2004_10
Patent number
US06800623B2

Reaction notes

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