Water → HCID 178508738, compound

HRID 1112532Notes

Reaction equation

HRID 1112532 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 an atmosphere of nitrogen there was simultaneously added at ambient temperature during a period of 90 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 addtion. Stirring was continued at room temperature for approximately 16 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 finally 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 addtion
  2. filtrationthe thick yellow reaction slurry was then filtered
  3. customThe product collected on the funnel
  4. washwas washed copiously with distilled water
  5. customfinally dried at 50° C. in vacuo

Sources & evidence

ORD record
ord-63f81cc2df794058ab849dbcb2564124
Source dataset
uspto-grants-1978_10
Patent number
US04122261

Reaction notes

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