Methylamine → HCID 178485070, compound

HRID 34827Notes

Reaction equation

HRID 34827 reaction equation
[F:1][C:2]([F:25])([F:24])[CH2:3][N:4]=[C:5]([NH2:23])[NH:6][C:7]1[S:11][N:10]=[C:9]([CH2:12][S:13][CH2:14][CH2:15][NH:16][C:17](=[N:20][C:21]#[N:22])SC)[N:8]=1.[CH3:26][NH2:27]>C(O)C>[F:25][C:2]([F:1])([F:24])[CH2:3][N:4]=[C:5]([NH2:23])[NH:6][C:7]1[S:11][N:10]=[C:9]([CH2:12][S:13][CH2:14][CH2:15][NH:16][C:17]([NH:27][CH3:26])=[N:20][C:21]#[N:22])[N:8]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 178503930HCID 178503930, compound

Product 1

HCID 178485070HCID 178485070, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5-[2-(2,2,2-trifluoroethyl)guanidino]-3-[2-(3-cyano-2-methylisothioureido)ethylthiomethyl]-1,2,4-thiadiazole in 33% w/v methylamine in ethanol (4 ml.) was kept at 20° for 18 hours. Volatile material was evaporated in vacuo and the crude material was fractionated on a silica column (26 cm.×1 cm. diameter) eluted with a methanol/ethyl acetate 1:50 v/v to give 5-[2-(2,2,2-trifluoroethyl)guanidino]-3-[2-(2-cyano-3-methylguanidino)ethylthiomethyl]-1,2,4-thiadiazole. The n.m.r. spectrum in d6 dimethylsulphoxide using tetramethyl silane as an internal standard (δ=0) had the following resonances (δ): 4.2 (2H, quartet); 3.8 (2H, singlet); 3.3 (2H, multiplet); 2.7 (2H, triplet).

Workup

  1. customVolatile material was evaporated in vacuo
  2. washeluted with a methanol/ethyl acetate 1:50 v/v

Sources & evidence

ORD record
ord-5b07f9c8ba4442558d6ff95769ff2f8e
Source dataset
uspto-grants-1988_08
Patent number
US04762932

Reaction notes

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