Ammonia → HCID 55281885, compound

HRID 1782161Notes

Reaction equation

HRID 1782161 reaction equation
[C:1](/[C:3](=[C:7](\OCC)/[CH3:8])/[C:4](=[S:6])[NH2:5])#[N:2].[NH3:12]>CO>[NH2:12]/[C:7](/[CH3:8])=[C:3](\[C:1]#[N:2])/[C:4](=[S:6])[NH2:5]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 2745773116595-42-7

Product 1

HCID 55281885HCID 55281885, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(2E)-2-Cyano-3-ethoxybut-2-enethioamide (method 2) (150 g, 0.88 mol) was dissolved in 7M solution of ammonia in methanol (2.9 L) and stirred at r.t. overnight. The reaction mixture was concentrated and the residue was crystallized from hot water (1. L) to provide (2E)-3-amino-2-cyanobut-2-enethioamide (111.6 g, 89%) as brown crystals. 1H NMR (300 MHz, DMSO-d6) δ 2.22 (s, 3H), 7.73 (bs, 1H), 8.53 (bs, 1H), 9.01 (bs, 1H), 11.60 (bs, 1H).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was crystallized from hot water (1. L)

Sources & evidence

ORD record
ord-05d72e07370d4e7799255439f0253d79
Source dataset
uspto-grants-2009_03
Patent number
US07498333B2

Reaction notes

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