Triethylamine → HCID 87387147, compound

HRID 531898Notes

Reaction equation

HRID 531898 reaction equation
[CH:1]1[CH:27]=[CH:26][CH:25]=[C:24]2[C:2]=1[NH:3][C:4]1[C:5]2=[CH:6][CH:7]=[C:8]2[C:16]=1[N:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[SH:23])[C:14]1[C:9]2=[CH:10][CH:11]=[CH:12][CH:13]=1.[CH2:28]1[C:33](=[O:34])[N:32](Cl)[C:30](=[O:31])[CH2:29]1.CCN(CC)CC>C(Cl)Cl>[CH:1]1[CH:27]=[CH:26][CH:25]=[C:24]2[C:2]=1[NH:3][C:4]1[C:5]2=[CH:6][CH:7]=[C:8]2[C:16]=1[N:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[S:23][N:32]1[C:33](=[O:34])[CH2:28][CH2:29][C:30]1=[O:31])[C:14]1[C:9]2=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31398ChlorosuccinimideHCID 674056832-(12H-11,12-diazaindeno[2,1-a]fluoren-11-yl)benzenethiol

Product 1

HCID 87387147HCID 87387147, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

27.3 g (75 mmol) of 2-(12H-11,12-diazaindeno[2,1-a]fluoren-11-yl)benzenethiol are added to a solution of 10 g (75 mmol) of NCS in 150 ml of CH2Cl2 at 0° C., 10.5 ml (75.3 mmol) of Et3N are subsequently added, and the mixture is stirred at room temperature for 18 h. The organic phase is dried over MgSO4, and the solvent is removed in vacuo. The residue is recrystallised from acetone and finally sublimed in a high vacuum. Yield: 30 g (66 mmol), 85% of theory, purity according to HPLC 88.3%.

Workup

  1. dry with materialThe organic phase is dried over MgSO4
  2. customthe solvent is removed in vacuo
  3. customThe residue is recrystallised from acetone

Sources & evidence

ORD record
ord-82d288522be241748bb1e107913f7f70
Source dataset
uspto-grants-2016_05
Patent number
US09356243B2

Reaction notes

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