Ammonia → 1,3-Bis[(2-hydroxyethyl)(4-nitrosophenyl)amino]-2-propanol

HRID 846534Notes

Reaction equation

HRID 846534 reaction equation
[N:1]([O-:3])=O.[Na+].[OH:5][CH2:6][CH2:7][N:8]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:9][CH:10]([OH:22])[CH2:11][N:12]([CH2:19][CH2:20][OH:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.Cl.[NH3:30].[OH2:31]>>[OH:5][CH2:6][CH2:7][N:8]([C:23]1[CH:28]=[CH:27][C:26]([N:1]=[O:3])=[CH:25][CH:24]=1)[CH2:9][CH:10]([OH:22])[CH2:11][N:12]([CH2:19][CH2:20][OH:21])[C:13]1[CH:18]=[CH:17][C:16]([N:30]=[O:31])=[CH:15][CH:14]=1

Participants

6

Reactant 5

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 962Water2×HCID 159261861,3-Bis[(2-hydroxyethyl)phenylamino]-2-propanolHCID 23668193Sodium Nitrite

Product 1

HCID 159261871,3-Bis[(2-hydroxyethyl)(4-nitrosophenyl)amino]-2-propanol

Procedure

A solution of 1.14 moles (78.7 g) of sodium nitrite in 150 ml of water is added dropwise at between 0° C. and 5° C. to a solution of 0.5 mole (165.2 g) of N,N'-bis(β-hydroxyethyl)-N,N'-bis(phenyl)-1,3-diamino-2-propanol prepared in the preceding stage, 290 ml of concentrated hydrochloric acid and 900 g of ice. After the end of addition stirring is continued for 1 hour 30 minutes. The reaction medium is neutralized by adding 300 ml of 20% strength aqueous ammonia at 10° C. After filtering off, the product obtained is again made into a paste with water. It can be used wet for the following stage.

Workup

  1. additionAfter the end of addition
  2. filtrationAfter filtering off
  3. customthe product obtained

Sources & evidence

ORD record
ord-575d501c929f419cb527d37e1a12eef6
Source dataset
uspto-grants-1992_08
Patent number
US05137538

Reaction notes

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