Ammonia → HCID 178443734, compound

HRID 1741229Notes

Reaction equation

HRID 1741229 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:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])=[C:13]([C:29]#[N:30])[C:14](=[C:17]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[C:18]=1[Cl:19])[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:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])=[C:13]2[C:14](=[C:17]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[C:18]=1[Cl:19])[C:15](=[NH:16])[NH:30][C:29]2=[NH:2]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 5360545SodiumHCID 18699144HCID 18699144, compound

Product 1

HCID 178443734HCID 178443734, compoundYield 44.4%

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

To a solution of sodium metal (0.9 g) in n-propyl alcohol (265 mL) was fed gaseous ammonia at a flow rate of 120 mL/min. at room temperature for 1 hour. Then, 35.8 g of 4-(2-aminophenylthio)-5-chloro-3,6-di-n-octyloxyphthalonitrile 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 16.4 g (yield 44.4%) of 5-(2-aminophenylthio)-6-chloro-1,3-diimino-4,7-di-n-octyloxyisoindoline of the following chemical formula. ##STR10##

Workup

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

Sources & evidence

ORD record
ord-0e7649643c1b45e7afdea9bc1dcf736b
Source dataset
uspto-grants-1999_10
Patent number
US05973140

Reaction notes

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