Methyl chloroformate → HCID 20497036, compound

HRID 1105816Notes

Reaction equation

HRID 1105816 reaction equation
[NH2:1][CH2:2][C:3]1[C:9]([O:10][CH2:11][CH:12]([OH:19])[CH2:13][NH:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[CH:8][CH:7]=[CH:6][C:4]=1[NH2:5].Cl[C:21](OC)=[O:22].C[O-].[Na+]>C(O)(C)C.O.CO>[C:15]([NH:14][CH2:13][CH:12]([OH:19])[CH2:11][O:10][C:9]1[CH:8]=[CH:7][CH:6]=[C:4]2[C:3]=1[CH2:2][NH:1][C:21](=[O:22])[NH:5]2)([CH3:16])([CH3:18])[CH3:17]

Participants

7

Reactant 3

HCID 6586Methyl chloroformateHCID 10942334Sodium MethoxideHCID 20555100HCID 20555100, compound

Product 1

HCID 20497036HCID 20497036, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

Analogously to Example 4(f), 8.0 g of 2-aminomethyl-3-(3-tert.-butylamino-2-hydroxy-propoxy)-aniline are reacted first with 3.3 g of methyl chloroformate in a mixture of 28 ml of isopropanol and 28 ml of water and then with 3.2 g of sodium methylate in 30 ml of methanol. After working up, 5-(3-tert.-butylamino-2-hydroxy-propoxy)-3,4-dihydro-1H-quinazolin-2-one with a melting point of 204°-205° is obtained.

Sources & evidence

ORD record
ord-6ee77b6e76d047978afb277f750477cc
Source dataset
uspto-grants-1982_01
Patent number
US04310527

Reaction notes

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