HCID 67833605, compound → HCID 19027066, compound

HRID 1032940Notes

Reaction equation

HRID 1032940 reaction equation
C([NH:8][S:9]([C:12]1[C:13]2[CH2:28][CH2:27][CH2:26][CH2:25][C:14]=2[C:15]2[NH:16][C:17](=[O:24])[C:18](=[O:23])[N:19]([OH:22])[C:20]=2[CH:21]=1)(=[O:11])=[O:10])(C(OCC)=O)=O>Cl>[OH:22][N:19]1[C:20]2[CH:21]=[C:12]([S:9](=[O:10])(=[O:11])[NH2:8])[C:13]3[CH2:28][CH2:27][CH2:26][CH2:25][C:14]=3[C:15]=2[NH:16][C:17](=[O:24])[C:18]1=[O:23]

Participants

3

Reactant 1

HCID 67833605HCID 67833605, compound

Product 1

HCID 19027066HCID 19027066, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
0 °C

Procedure

A suspension of 6-ethoxalylaminosulfonyl-7,8,9,10-tetra-hydro-4-hydroxybenzo[f]quinoxaline-2,3(1H,4H)-dion g, 0.5 mmol) in 7 ml of conc. hydrochloric acid was heated to reflux with stirring for 1.5 h. The mixture was cooled to 0° C. and filtered. The isolated product was washed with water and dried to give 0.14 g (66%) of the title compound. M.p. 316° C. decomp. (DSC); IR (KBr): 1698 cm-1 ; 1H-NMR (DMSO-d6): 1.56-1.93 (m, 4H, 2CH2), 2.60-3.27 (m, 4H, 2CH2), 7.37 (broad s, 2H, SO ), 7.92 (s, 1H, ArH), 11.3 (broad s, 1H, NH or OH), ca. 10.7-12.1 (very broad s, 1H, NH or OH), MS m/e: 311 (M , 18%).

Workup

  1. temperaturewas heated
  2. temperatureto reflux
  3. filtrationfiltered
  4. washThe isolated product was washed with water
  5. customdried

Sources & evidence

ORD record
ord-00466d1b6a3e467c9a69f3907fa94ef2
Source dataset
uspto-grants-1994_05
Patent number
US05308845

Reaction notes

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