Phosgene → HCID 20513329, compound

HRID 1163894Notes

Reaction equation

HRID 1163894 reaction equation
C(Cl)(Cl)=O.Cl.Cl.Cl.NC1C(N)=CC(C)=CC=1OCC(O)CNC(C)(C)C.Cl.[OH:28][CH:29]([CH2:43][NH:44][C:45]([CH3:48])([CH3:47])[CH3:46])[CH2:30][O:31][C:32]1[C:40]2[NH:39][C:38](=[O:41])[NH:37][C:36]=2[CH:35]=[C:34]([CH3:42])[CH:33]=1>O>[OH:28][CH:29]([CH2:43][NH:44][C:45]([CH3:48])([CH3:47])[CH3:46])[CH2:30][O:31][C:32]1[C:40]2[NH:39][C:38](=[O:41])[NH:37][C:36]=2[CH:35]=[C:34]([CH3:42])[CH:33]=1

Participants

5

Reactant 3

HCID 6371PhosgeneHCID 20513294HCID 20513294, compoundHCID 20513337HCID 20513337, compound

Product 1

HCID 20513329HCID 20513329, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A moderate stream of phosgene is passed into a solution of 5.8 g. 2,3-diamino-1-(2-hydroxy-3-tert.-butylaminopropoxy)-5-methylbenzene trihydrochloride in 150 ml. water for about 30 minutes. After flushing with nitrogen, the reaction mixture is evaporated to dryness and the residue crystallised from ethanol to give 3.04 g. (61% of theory) 4-(2-hydroxy-3-tert.-butylaminopropoxy)-6-methyl-2-benzimidazolinone hydrochloride; m.p. 280°-281° C.

Workup

  1. customAfter flushing with nitrogen
  2. customthe reaction mixture is evaporated to dryness
  3. customthe residue crystallised from ethanol
  4. customto give 3.04 g

Sources & evidence

ORD record
ord-84982175121d4c5f9470dcd4a609e1cf
Source dataset
uspto-grants-1983_01
Patent number
US04367235

Reaction notes

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