Diisopropyl Ether → HCID 20232041, compound

HRID 2290342Notes

Reaction equation

HRID 2290342 reaction equation
[NH:1]([C:3]1[NH:8][C:7](NN)([CH3:9])[C:6]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:5][N:4]=1)[NH2:2].C(N(CC)CC)C.[C:25]([O:29][C:30](ON=C(C1C=CC=CC=1)C#N)=[O:31])([CH3:28])([CH3:27])[CH3:26].C(OC(C)C)(C)C>O1CCCC1>[C:25]([O:29][C:30]([NH:2][NH:1][C:3]1[N:4]=[N:5][C:6]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[C:7]([CH3:9])[N:8]=1)=[O:31])([CH3:28])([CH3:27])[CH3:26]

Participants

6

Reactant 4

HCID 7914Diisopropyl EtherHCID 8471TriethylamineHCID 938652-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrileHCID 178434701HCID 178434701, compound

Product 1

HCID 20232041HCID 20232041, compoundYield 104.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
63 °C

Procedure

A mixture of 3-hydrazino-5-hydrazino-5-methyl-6-phenyl-1,2,4-triazine (6.6 g), triethylamine (5.4 g), 2-t-butoxycarbonyloxyimino-2-phenylacetonitrile (9.76 g) in tetrahydrofuran (60 ml) was heated at 63° C. for 5.5 hours with stirring and then allowed to stand at room temperature for 61 hours. The mixture was treated with diisopropyl ether (40 ml), and the resultant precipitates were collected by filtration, washed successively with diisopropyl ether, methanol and diisopropyl ether, and dried to give 3-(2-t-butoxycarbonylhydrazino)-5-methyl-6-phenyl-1,2,4-triazine (8.92 g).

Workup

  1. customthe resultant precipitates
  2. filtrationwere collected by filtration
  3. washwashed successively with diisopropyl ether, methanol and diisopropyl ether
  4. customdried

Sources & evidence

ORD record
ord-2bfb5f43178d42c1bae41495d2f4adfd
Source dataset
uspto-grants-1986_10
Patent number
US04616014

Reaction notes

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