Tetrahydrofuran → HCID 70623967, compound

HRID 372153Notes

Reaction equation

HRID 372153 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[N:22]=[C:9]3[C:10]4[CH:11]=[CH:12][CH:13]=[C:14]5[CH:21]=[CH:20][CH:19]=[C:16]([C:17](=[O:18])[N:8]3[C:6]=2[CH:7]=1)[C:15]=45.O1CCCC1.[CH3:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][N:46]=[C:47]=[O:48].[N-]=C=O>CCOCC>[CH2:45]([NH:46][C:47](=[O:48])[NH:1][C:2]1[CH:3]=[CH:4][C:5]2[N:22]=[C:9]3[C:10]4[CH:11]=[CH:12][CH:13]=[C:14]5[CH:21]=[CH:20][CH:19]=[C:16]([C:17](=[O:18])[N:8]3[C:6]=2[CH:7]=1)[C:15]=45)[CH2:44][CH2:43][CH2:42][CH2:41][CH2:40][CH2:39][CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH3:28]

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 66988Octadecyl isocyanateHCID 105034IsocyanateHCID 15181656HCID 15181656, compound

Product 1

HCID 70623967HCID 70623967, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A 5.7 g portion of the 10-amino-benzimidazo[2,1-a]benz[de]isoquinoline-7-one was added to 200 ml of distilled tetrahydrofuran in a 500 ml flask. To this mixture was added 5.9 g of Mondur O (octodecyl isocyanate) and 0.3 g of 1,4-diazobicyclo-octane. The mixture was stirred with a magnetic stirring bar and brought to reflux. The mixture was refluxed until no isocyanate peak was visible at 2240 cm-1 on infrared spectraphotometric analysis (~48-72 hours). It was then cooled and the solvent removed on the rotary evaporator. The solid thus obtained was ground to a fine powder, stirred in ether, filtered and dried in the vacuum oven. The yield was 10.7 g of 10 octadecylureido benzimidazo [2,1-a]benz[de]isoquinoline-7-one.

Workup

  1. temperatureto reflux
  2. customwas visible at 2240 cm-1 on infrared spectraphotometric analysis (~48-72 hours)
  3. temperatureIt was then cooled
  4. customthe solvent removed on the rotary evaporator
  5. customThe solid thus obtained
  6. filtrationfiltered
  7. customdried in the vacuum oven

Sources & evidence

ORD record
ord-1aa9c2b87568423d95848cefe7d8835d
Source dataset
uspto-grants-1978_05
Patent number
US04089854

Reaction notes

Loading…