Ammonia → HCID 178446989, compound

HRID 1741231Notes

Reaction equation

HRID 1741231 reaction equation
[Na].[NH3:2].[NH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10][C:11]1[C:12]([O:38][CH2:39][CH2:40][CH:41]([CH3:43])[CH3:42])=[C:13]([C:36]#[N:37])[C:14](=[C:17]([O:30][CH2:31][CH2:32][CH:33]([CH3:35])[CH3:34])[C:18]=1[S:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]([CH3:29])([CH3:28])[CH3:27])=[CH:22][CH:21]=1)[C:15]#[N:16]>C(O)CC>[NH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10][C:11]1[C:12]([O:38][CH2:39][CH2:40][CH:41]([CH3:43])[CH3:42])=[C:13]2[C:14](=[C:17]([O:30][CH2:31][CH2:32][CH:33]([CH3:34])[CH3:35])[C:18]=1[S:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]([CH3:29])([CH3:27])[CH3:28])=[CH:22][CH:21]=1)[C:15](=[NH:2])[NH:16][C:36]2=[NH:37]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 5360545SodiumHCID 18699085HCID 18699085, compound

Product 1

HCID 178446989HCID 178446989, compoundYield 75.2%

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

To a solution of sodium metal (0.6 g) in n-propyl alcohol (200 mL) was fed gaseous ammonia at a flow rate of 120 mL/min. at room temperature for 1 hour. Then, 27.0 g of 4-(2-aminophenylthio)-5-(4-tert-butylphenylthio)-3,6-diisopentoxyphthalonitrile was added and the mixture was stirred at 50~60° C. for 20 hours. After cooling, the reaction mixture was worked up in the same manner as in Example 1 to provide 20.9 g (yield 75.2%) of 5-(2-aminophenylthio)-6-(4-tert-butylphenylthio)-1,3-diimino-4,7-diisopentoxyisoindoline of the following chemical formula. ##STR12##

Workup

  1. customat room temperature
  2. customfor 1 hour
  3. temperatureAfter cooling

Sources & evidence

ORD record
ord-8ee39e25db55410fadc34f6100cb295d
Source dataset
uspto-grants-1999_10
Patent number
US05973140

Reaction notes

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