Hydrochloric Acid → HCID 178429222, compound

HRID 1762847Notes

Reaction equation

HRID 1762847 reaction equation
[N:1]([O-])=O.[Na+].[NH2:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][C:14]=1[NH2:15])[NH:11][C:10](=[O:16])[C:9]2([CH3:18])[CH3:17].Cl>>[CH3:17][C:9]1([CH3:18])[C:8]2[C:12](=[CH:13][C:14]3[N:15]=[N:1][NH:5][C:6]=3[CH:7]=2)[NH:11][C:10]1=[O:16]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 135892372H-Indol-2-one, 5,6-diamino-1,3-dihydro-3,3-dimethyl-HCID 23668193Sodium Nitrite

Product 1

HCID 178429222HCID 178429222, compound

Procedure

240 mg. (3.5 mMole) sodium nitrite were added portionwise to a suspension of 570 mg. (3 mMole) 5,6-diamino-3,3-dimethylindolin-2-one in 6 ml. 1N hydrochloric acid, the temperature being maintained between 0° and 5° C. by ice cooling. A red solution is obtained which is heated to 50° to 60° C. for 5 minutes. After cooling to ambient temperature, the crystalline precipitate obtained is filtered off with suction and washed with water. There are obtained 380 mg. of the title compound in the form of red crystals; m.p. 288°-291° C. (decomp.).

Workup

  1. customA red solution is obtained which
  2. temperatureis heated to 50° to 60° C. for 5 minutes
  3. customthe crystalline precipitate obtained
  4. filtrationis filtered off with suction
  5. washwashed with water
  6. customThere are obtained 380 mg

Sources & evidence

ORD record
ord-4963da73cc214c13ae48beab26bffa6d
Source dataset
uspto-grants-1989_05
Patent number
US04835167

Reaction notes

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