HCID 21445503, compound → HCID 21445447, compound

HRID 597560Notes

Reaction equation

HRID 597560 reaction equation
[N:1]([C:4]1[C:5](=[O:21])[NH:6][C:7]2[C:12]([C:13]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[CH:11][C:10]([Cl:20])=[CH:9][CH:8]=2)=[N+]=[N-]>C1(C)C=CC=CC=1>[Cl:20][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][CH:9]=1)[NH:6][C:5](=[O:21])[C:4]1[NH:1][C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[C:13]2=1

Participants

3

Reactant 1

HCID 21445503HCID 21445503, compound

Product 1

HCID 21445447HCID 21445447, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A suspension of 128 g. of 3-azido-6-chloro-4-phenylcarbostyril in 3 l. of toluene was heated to reflux for 5 hours. On cooling, 113 g. (98 percent) of analytically pure 2-chloro-7H-indolo[2,3-c]quinolin-6 (5H)-one crystallized from solution as colorless needles, having a melting point of 325°-327° (change in crystal form in the range of 270°-290°; melts with sublimation).

Workup

  1. additionA suspension of 128 g
  2. temperatureto reflux for 5 hours
  3. temperatureOn cooling
  4. custom(98 percent) of analytically pure 2-chloro-7H-indolo[2,3-c]quinolin-6 (5H)-one crystallized from solution as colorless needles
  5. customin the range of 270°-290°

Sources & evidence

ORD record
ord-e0cb079665f646efb880367be1846eeb
Source dataset
uspto-grants-1977_03
Patent number
US04014883

Reaction notes

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