Acetic Anhydride → HCID 178475129, compound

HRID 1995732Notes

Reaction equation

HRID 1995732 reaction equation
[C:1]([C:4]1[C:5](=[O:12])[N:6]([NH2:11])[C:7]([SH:10])=[N:8][N:9]=1)([OH:3])=[O:2].O.O=[C:15]([C:19](O)=O)[C:16](O)=O.NN[C:24](NN)=S.[C:28](OC(=O)C)(=[O:30])[CH3:29]>CC(C)=O>[C:1]([C:4]1[C:5](=[O:12])[N:6]([NH:11][C:28]([CH3:29])=[O:30])[C:7]([SH:10])=[N:8][N:9]=1)([O:3][C:15]([CH3:16])([CH3:19])[CH3:24])=[O:2]

Participants

6

Reactant 4

HCID 7918Acetic AnhydrideHCID 2724189ThiocarbohydrazideHCID 20057180Ketomalonic acid hydrateHCID 178514284HCID 178514284, compound

Product 1

HCID 178475129HCID 178475129, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
80 °C

Procedure

Example 1 is repeated using 1.0 g of 6-carboxy-3-mercapto-4-amino-1,2,4-triazin-5-one, prepared from ketomalonic acid hydrate and thiocarbohydrazide as previously described in my application Ser. No. 6/238,480 (filed 2/26/81), in 30 ml of acetic anhydride. The reaction mixture is heated at 80° C. to dissolve the acid; then for one hour at 90° C. and then for 3 hours at 110° C. The product, isolated as before, melts at 50°-60° C. and is soluble in acetone and alcohol. It decomposes at about 120° C. Anal. Calcd. for C10H14O4N4S: S, 11.29. Found: S, 11.29.

Workup

  1. dissolutionto dissolve the acid
  2. waitfor 3 hours at 110° C
  3. customThe product, isolated as before, melts at 50°-60° C.
  4. customdecomposes at about 120° C

Sources & evidence

ORD record
ord-18ec7df48fa14bab99f3f64e1ea70ebd
Source dataset
uspto-grants-1983_09
Patent number
US04405779

Reaction notes

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