1,2,5-Thiadiazole-3-carboxylic acid → HCID 178429215, compound

HRID 1762984Notes

Reaction equation

HRID 1762984 reaction equation
[S:1]1[N:5]=[CH:4][C:3]([C:6](O)=O)=[N:2]1.[NH2:9][C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][C:18]=1[NH2:19])[NH:15][C:14](=[O:20])[C:13]2([CH3:22])[CH3:21]>>[CH3:21][C:13]1([CH3:22])[C:12]2[C:16](=[CH:17][C:18]3[NH:19][C:6]([C:3]4[CH:4]=[N:5][S:1][N:2]=4)=[N:9][C:10]=3[CH:11]=2)[NH:15][C:14]1=[O:20]

Participants

3

Reactant 2

HCID 13983141,2,5-Thiadiazole-3-carboxylic acidHCID 135892372H-Indol-2-one, 5,6-diamino-1,3-dihydro-3,3-dimethyl-

Product 1

HCID 178429215HCID 178429215, compound

Procedure

2.0 g. (15.3 mmol) 1,2,5-thiadiazole-3-carboxylic acid and 2.6 g. (13.6 mmol) 5,6-diamino-3,3-dimethyl-indolin-2-one are heated in 40 ml. polyphosphoric acid under an atmosphere of nitrogen for 2 hours at 160° C. The warm solution is poured on to ice water, worked up and the crystals obtained are filtered off with suction. The residue is again suspended in water, neutralised with an aqueous solution of ammonia, filtered off with suction and recrystallised from methanol with the addition of charcoal. Yield: 2.6 g. (66% of theory); m.p. >300° C.

Workup

  1. customthe crystals obtained
  2. filtrationare filtered off with suction
  3. filtrationfiltered off with suction
  4. customrecrystallised from methanol with the addition of charcoal

Sources & evidence

ORD record
ord-b7abef2b545641bb89caf351f6761fe4
Source dataset
uspto-grants-1989_05
Patent number
US04835280

Reaction notes

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