Water → HCID 178508738, compound

HRID 1730780Notes

Reaction equation

HRID 1730780 reaction equation
[OH-].[NH4+].O.C1(S([O-])(=O)=O)C=CC=CC=1.[NH:14]=[C:15]1[NH2+:19][C:18](=[NH:20])[CH2:17][S:16]1.[NH:21]=[C:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:24](=N)[NH:23]1>CO>[NH:21]=[C:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:24](=[C:17]2[S:16][C:15](=[NH:14])[NH:19][C:18]2=[NH:20])[NH:23]1

Participants

6

Reactant 4

HCID 962WaterHCID 14923Ammonium HydroxideHCID 867342112,4-Diiminothiazolidinium benzenesulfonateHCID 178508669HCID 178508669, compound

Product 1

HCID 178508738HCID 178508738, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 61 parts of 28 percent aqueous ammonium hydroxide solution and 2500 parts of water under at atmosphere of nitrogen there was simultaneously added at ambient temperature during a period of ninety minutes 273 parts of 2,4-diiminothiazolidinium benzenesulfonate and 853 parts of a 17.1 percent by weight methyl alcohol solution of 1,3-diiminoisoindoline. A yellow solid separated during the addition. Stirring was continued at room temperature for approximately sixteen hours after the additions were complete and the thick yellow reaction slurry was then filtered. The product collected on the funnel was washed copiously with distilled water and finely dried at 50° C in vacuo to obtain 233 parts of 1-imino-3-(2,4-diimino-5-thiazolidinylidene)-isoindoline as a yellow solid melting at 252°-263° C (dec.).

Workup

  1. customA yellow solid separated during the addition
  2. waitwas continued at room temperature for approximately sixteen hours
  3. filtrationthe thick yellow reaction slurry was then filtered
  4. customThe product collected on the funnel
  5. washwas washed copiously with distilled water
  6. customfinely dried at 50° C in vacuo

Sources & evidence

ORD record
ord-fc4e57d6c8f14eac9f4ca59e4ee34500
Source dataset
uspto-grants-1976_11
Patent number
US03993658

Reaction notes

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