Water → HCID 178514091, compound

HRID 1074950Notes

Reaction equation

HRID 1074950 reaction equation
Cl.[NH2:2][C@H:3]([C:6](O)=O)[CH2:4][SH:5].Br[CH2:10][CH2:11][NH:12][C:13]([NH2:15])=[O:14].[OH2:16]>>[NH:12]([CH2:11][CH2:10][CH2:6][C@@H:3]([C:4]([OH:16])=[S:5])[NH2:2])[C:13]([NH2:15])=[O:14]

Participants

4

Reactant 3

HCID 962Water3×HCID 60960Cysteine HydrochlorideHCID 2636101-(2-Bromoethyl)urea

Product 1

HCID 178514091HCID 178514091, compound

Conditions

Temperature
50 °C

Procedure

26.25 g of cysteine hydrochloride and 27.83 g of β-bromoethylurea are dissolved in 150 cc of water under nitrogen. A solution of 13.35 g of soda in 30 cc of water is added during a 40 minute period and the mixture is heated for 3 hours at 50° C. After cooling, there is added to the solution, four times its volume of water and the resulting mixture is passed over a cation exchange resin. After washing with water, the product fixed on the resin is eluted with an ammoniacal solution. The eluate is evaporated to dryness and the residue is crystallized in an aqueous methanol solution. There are obtained 19.5 grams of the white product melting at 220° C. with decomposition.

Workup

  1. temperatureAfter cooling
  2. washAfter washing with water
  3. washis eluted with an ammoniacal solution
  4. customThe eluate is evaporated to dryness
  5. customthe residue is crystallized in an aqueous methanol solution

Sources & evidence

ORD record
ord-525db92026c14aa6bf498630c9b0a046
Source dataset
uspto-grants-1983_07
Patent number
US04394520

Reaction notes

Loading…